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418 : Summary

Code

418

One-letter code

X

Molecule name

2-{4-[2-(S)-ALLYLOXYCARBONYLAMINO-3-{4-[(2-CARBOXY-PHENYL)-OXALYL-AMINO]-PHENYL}-PROPIONYLAMINO]-BUTOXY}-6-HYDROXY-BENZ OIC ACID METHYL ESTER

Synonyms

COMPOUND 6
N-(ALLYLOXYCARBONYL)-4-[N-(CARBOXY-FORMYL)-2-(BENZOIC ACID)-AMINO]-L-PHENYLALANINYL-AMINO-BUTYLOXY-(6-HYDROXY-BENZOIC ACID METHYL ESTER)

Systematic names

ProgramVersionName
ACDLabs 10.04 2-[(carboxycarbonyl){4-[(2S)-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxo-2-{[(prop-2-en-1-yloxy)carbonyl]amino}propyl]phenyl}amino]benzoic acid
OpenEye OEToolkits 1.5.0 2-[carboxycarbonyl-[4-[(2S)-3-[4-(3-hydroxy-2-methoxycarbonyl-phenoxy)butylamino]-3-oxo-2-(prop-2-enoxycarbonylamino)propyl]phenyl]amino]benzoic acid

Formula

C34 H35 N3 O12

Formal charge

0

Molecular weight

677.655 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)c1ccccc1N(C(=O)C(=O)O)c2ccc(cc2)CC(NC(=O)OC/C=C)C(=O)NCCCCOc3cccc(O)c3C(=O)OC
SMILES CACTVS 3.341 COC(=O)c1c(O)cccc1OCCCCNC(=O)[CH](Cc2ccc(cc2)N(C(=O)C(O)=O)c3ccccc3C(O)=O)NC(=O)OCC=C
SMILES OpenEye OEToolkits 1.5.0 COC(=O)c1c(cccc1OCCCCNC(=O)C(Cc2ccc(cc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)NC(=O)OCC=C)O
Canonical SMILES CACTVS 3.341 COC(=O)c1c(O)cccc1OCCCCNC(=O)[C@H](Cc2ccc(cc2)N(C(=O)C(O)=O)c3ccccc3C(O)=O)NC(=O)OCC=C
Canonical SMILES OpenEye OEToolkits 1.5.0 COC(=O)c1c(cccc1OCCCCNC(=O)[C@H](Cc2ccc(cc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)NC(=O)OCC=C)O

IUPAC InChI

InChI=1S/C34H35N3O12/c1-3-18-49-34(46)36-24(29(39)35-17-6-7-19-48-27-12-8-11-26(38)28(27)33(45)47-2)20-21-13-15-22(16-14-21)37(30(40)32(43)44)25-10-5-4-9-23(25)31(41)42/h3-5,8-16,24,38H,1,6-7,17-20H2,2H3,(H,35,39)(H,36,46)(H,41,42)(H,43,44)/t24-/m0/s1

IUPAC InChI key

JTJBRKLISQICDU-DEOSSOPVSA-N
418

wwPDB Information

Atom count

84 (49 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-06-05

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



418 : Atoms of Molecule

Total Number of Atoms: 84
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O6 O O6 N N N 0 -1.834 14.073 -1.901
2 C24 C C24 N N N 0 -1.431 12.868 -1.472
3 O7 O O7 N N N 0 -0.556 12.165 -1.936
4 C8 C C8 N N N 0 -2.181 12.5 -0.225
5 O5 O O5 N N N 0 -2.991 13.342 0.15
6 N4 N N4 N N N 0 -1.942 11.224 0.373
7 C2 C C2 N Y N 0 -2.62 10.848 1.533
8 C3 C C3 N Y N 0 -3.022 11.817 2.452
9 C4 C C4 N Y N 0 -3.7 11.441 3.611
10 C5 C C5 N Y N 0 -3.968 10.1 3.837
11 C6 C C6 N Y N 0 -3.575 9.126 2.933
12 C1 C C1 N Y N 0 -2.897 9.502 1.773
13 C7 C C7 N N N 0 -4.701 9.693 5.092
14 C9 C C9 S N N 0 -3.756 9.401 6.262
15 N1 N N1 N N N 0 -2.825 8.342 5.96
16 C10 C C10 N N N 0 -1.453 8.489 6.005
17 O4 O O4 N N N 0 -0.853 9.517 6.303
18 O23 O O23 N N N 0 -0.85 7.31 5.667
19 C40 C C40 N N N 0 0.582 7.317 5.672
20 C41 C C41 N N N 0 1.07 5.961 5.282
21 C42 C C42 N N N 0 1.843 5.723 4.217
22 C11 C C11 N N N 0 -4.55 8.966 7.489
23 O8 O O8 N N N 0 -4.43 7.856 8.004
24 N2 N N2 N N N 0 -5.367 9.981 7.966
25 C12 C C12 N N N 0 -6.189 9.849 9.147
26 C13 C C13 N N N 0 -7.583 9.314 8.833
27 C15 C C15 N N N 0 -8.349 10.209 7.858
28 C14 C C14 N N N 0 -9.75 9.676 7.591
29 O1 O O1 N N N 0 -10.412 10.555 6.693
30 C32 C C32 N Y N 0 -11.337 9.996 5.849
31 C33 C C33 N Y N 0 -12.434 9.34 6.399
32 C34 C C34 N Y N 0 -13.387 8.764 5.559
33 C35 C C35 N Y N 0 -13.238 8.847 4.175
34 C36 C C36 N Y N 0 -12.136 9.506 3.63
35 O13 O O13 N N N 0 -12.011 9.575 2.275
36 C37 C C37 N Y N 0 -11.183 10.083 4.47
37 C38 C C38 N N N 0 -10.031 10.771 3.9
38 O11 O O11 N N N 0 -10.006 11.976 3.623
39 O12 O O12 N N N 0 -8.981 9.916 3.712
40 C39 C C39 N N N 0 -7.786 10.476 3.157
41 C26 C C26 N Y N 0 -0.977 10.321 -0.246
42 C27 C C27 N Y N 0 -1.461 9.455 -1.186
43 C28 C C28 N Y N 0 -0.557 8.584 -1.792
44 C29 C C29 N Y N 0 0.79 8.616 -1.433
45 C30 C C30 N Y N 0 1.234 9.519 -0.468
46 C25 C C25 N Y N 0 0.329 10.391 0.139
47 C31 C C31 N N N 0 0.825 11.323 1.144
48 O9 O O9 N N N 0 0.35 12.436 1.38
49 O10 O O10 N N N 0 1.897 10.831 1.821
50 HO6 H HO6 N N N 0 -1.329 14.375 -2.686
51 H3 H H3 N N N 0 -2.812 12.869 2.275
52 H4 H H4 N N N 0 -4.008 12.203 4.322
53 H6 H H6 N N N 0 -3.786 8.075 3.112
54 H1 H H1 N N N 0 -2.589 8.738 1.064
55 H71 H 1H7 N N N 0 -5.42 10.475 5.369
56 H72 H 2H7 N N N 0 -5.311 8.809 4.862
57 H9 H H9 N N N 0 -3.155 10.281 6.518
58 HN1 H HN1 N N N 0 -3.201 7.435 5.697
59 H401 H 1H40 N N N 0 0.93 8.095 4.985
60 H402 H 2H40 N N N 0 0.927 7.559 6.683
61 H41 H H41 N N N 0 0.781 5.125 5.914
62 H421 H 1H42 N N N 0 2.175 4.721 3.97
63 H422 H 2H42 N N N 0 2.156 6.537 3.572
64 HN2 H HN2 N N N 0 -5.388 10.861 7.459
65 H121 H 1H12 N N N 0 -6.262 10.844 9.597
66 H122 H 2H12 N N N 0 -5.664 9.193 9.848
67 H131 H 1H13 N N N 0 -8.157 9.207 9.762
68 H132 H 2H13 N N N 0 -7.483 8.312 8.399
69 H151 H 1H15 N N N 0 -7.804 10.287 6.909
70 H152 H 2H15 N N N 0 -8.422 11.231 8.248
71 H141 H 1H14 N N N 0 -10.33 9.622 8.518
72 H142 H 2H14 N N N 0 -9.71 8.68 7.138
73 H33 H H33 N N N 0 -12.556 9.271 7.477
74 H34 H H34 N N N 0 -14.245 8.25 5.984
75 H35 H H35 N N N 0 -13.984 8.395 3.527
76 H13 H H13 N N N 0 -11.073 9.609 2.027
77 H391 H 1H39 N N N 0 -7.312 11.129 3.894
78 H392 H 2H39 N N N 0 -8.033 11.045 2.257
79 H393 H 3H39 N N N 0 -7.101 9.666 2.897
80 H27 H H27 N N N 0 -2.509 9.42 -1.474
81 H28 H H28 N N N 0 -0.902 7.879 -2.544
82 H29 H H29 N N N 0 1.494 7.937 -1.906
83 H30 H H30 N N N 0 2.286 9.534 -0.197
84 H10 H H10 N N N 0 2.238 11.451 2.501



418 : Chemical Bonds

Total Number of Bonds: 86
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O6 C24 O C sing 1.34 N N
2 O6 HO6 O H sing 0.98 N N
3 C24 O7 C O doub 1.21 N N
4 C24 C8 C C sing 1.5 N N
5 C8 O5 C O doub 1.23 N N
6 C8 N4 C N sing 1.43 N N
7 N4 C2 N C sing 1.4 N N
8 N4 C26 N C sing 1.46 N N
9 C2 C3 C C doub 1.39 N Y
10 C2 C1 C C sing 1.4 N Y
11 C3 C4 C C sing 1.39 N Y
12 C3 H3 C H sing 1.09 N N
13 C4 C5 C C doub 1.39 N Y
14 C4 H4 C H sing 1.09 N N
15 C5 C6 C C sing 1.39 N Y
16 C5 C7 C C sing 1.51 N N
17 C6 C1 C C doub 1.4 N Y
18 C6 H6 C H sing 1.09 N N
19 C1 H1 C H sing 1.09 N N
20 C7 C9 C C sing 1.53 N N
21 C7 H71 C H sing 1.1 N N
22 C7 H72 C H sing 1.1 N N
23 C9 N1 C N sing 1.44 N N
24 C9 C11 C C sing 1.52 N N
25 C9 H9 C H sing 1.1 N N
26 N1 C10 N C sing 1.38 N N
27 N1 HN1 N H sing 1.02 N N
28 C10 O4 C O doub 1.23 N N
29 C10 O23 C O sing 1.37 N N
30 O23 C40 O C sing 1.43 N N
31 C40 C41 C C sing 1.49 N N
32 C40 H401 C H sing 1.09 N N
33 C40 H402 C H sing 1.1 N N
34 C41 C42 C C doub 1.34 N N
35 C41 H41 C H sing 1.09 N N
36 C42 H421 C H sing 1.08 N N
37 C42 H422 C H sing 1.08 N N
38 C11 O8 C O doub 1.23 N N
39 C11 N2 C N sing 1.39 N N
40 N2 C12 N C sing 1.44 N N
41 N2 HN2 N H sing 1.02 N N
42 C12 C13 C C sing 1.53 N N
43 C12 H121 C H sing 1.09 N N
44 C12 H122 C H sing 1.09 N N
45 C13 C15 C C sing 1.53 N N
46 C13 H131 C H sing 1.1 N N
47 C13 H132 C H sing 1.1 N N
48 C15 C14 C C sing 1.52 N N
49 C15 H151 C H sing 1.1 N N
50 C15 H152 C H sing 1.1 N N
51 C14 O1 C O sing 1.42 N N
52 C14 H141 C H sing 1.09 N N
53 C14 H142 C H sing 1.09 N N
54 O1 C32 O C sing 1.37 N N
55 C32 C33 C C doub 1.39 N Y
56 C32 C37 C C sing 1.39 N Y
57 C33 C34 C C sing 1.39 N Y
58 C33 H33 C H sing 1.09 N N
59 C34 C35 C C doub 1.39 N Y
60 C34 H34 C H sing 1.09 N N
61 C35 C36 C C sing 1.39 N Y
62 C35 H35 C H sing 1.09 N N
63 C36 O13 C O sing 1.36 N N
64 C36 C37 C C doub 1.4 N Y
65 O13 H13 O H sing 0.97 N N
66 C37 C38 C C sing 1.46 N N
67 C38 O11 C O doub 1.24 N N
68 C38 O12 C O sing 1.37 N N
69 O12 C39 O C sing 1.43 N N
70 C39 H391 C H sing 1.09 N N
71 C39 H392 C H sing 1.09 N N
72 C39 H393 C H sing 1.09 N N
73 C26 C27 C C doub 1.37 N Y
74 C26 C25 C C sing 1.36 N Y
75 C27 C28 C C sing 1.39 N Y
76 C27 H27 C H sing 1.09 N N
77 C28 C29 C C doub 1.39 N Y
78 C28 H28 C H sing 1.09 N N
79 C29 C30 C C sing 1.39 N Y
80 C29 H29 C H sing 1.09 N N
81 C30 C25 C C doub 1.4 N Y
82 C30 H30 C H sing 1.09 N N
83 C25 C31 C C sing 1.46 N N
84 C31 O9 C O doub 1.23 N N
85 C31 O10 C O sing 1.36 N N
86 O10 H10 O H sing 0.98 N N



418 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
418 1ph0 Open in New Window Bound ligand 1 1