Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

E8I : Summary

Code

E8I

One-letter code

X

Molecule name

(2S)-2-[({4-[(2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl}carbamoyl)amino]-4-phenylbutanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-2-[({4-[(2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl}carbamoyl)amino]-4-phenylbutanoic acid
OpenEye OEToolkits 2.0.7 (2~{S})-2-[[4-[(2-azanyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl]carbamoylamino]-4-phenyl-butanoic acid

Formula

C23 H22 N6 O4

Formal charge

0

Molecular weight

446.459 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(CCc1ccccc1)NC(=O)Nc1ccc(cc1)Oc1nc(N)nc2[NH]ccc21
SMILES CACTVS 3.385 Nc1nc2[nH]ccc2c(Oc3ccc(NC(=O)N[CH](CCc4ccccc4)C(O)=O)cc3)n1
SMILES OpenEye OEToolkits 2.0.7 c1ccc(cc1)CCC(C(=O)O)NC(=O)Nc2ccc(cc2)Oc3c4cc[nH]c4nc(n3)N
Canonical SMILES CACTVS 3.385 Nc1nc2[nH]ccc2c(Oc3ccc(NC(=O)N[C@@H](CCc4ccccc4)C(O)=O)cc3)n1
Canonical SMILES OpenEye OEToolkits 2.0.7 c1ccc(cc1)CC[C@@H](C(=O)O)NC(=O)Nc2ccc(cc2)Oc3c4cc[nH]c4nc(n3)N

IUPAC InChI

InChI=1S/C23H22N6O4/c24-22-28-19-17(12-13-25-19)20(29-22)33-16-9-7-15(8-10-16)26-23(32)27-18(21(30)31)11-6-14-4-2-1-3-5-14/h1-5,7-10,12-13,18H,6,11H2,(H,30,31)(H2,26,27,32)(H3,24,25,28,29)/t18-/m0/s1

IUPAC InChI key

PCOWASOBSDEANU-SFHVURJKSA-N
E8I

wwPDB Information

Atom count

55 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2021-12-03

Last modified at

2022-05-20

Status

Released

Obsoleted

Not Assigned



E8I : Atoms of Molecule

Total Number of Atoms: 55
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -6.034 -1.249 1.096
2 C2 C C2 N Y N 0 -5.306 0.526 -0.191
3 C3 C C3 N Y N 0 -7.658 0.041 0.089
4 C4 C C4 N Y N 0 -6.643 0.837 -0.474
5 N8 N N2 N N N 0 -5.714 -2.326 1.907
6 C5 C C5 N Y N 0 -7.321 1.859 -1.271
7 C6 C C6 N Y N 0 -8.639 1.635 -1.15
8 N7 N N1 N Y N 0 -8.854 0.549 -0.338
9 N9 N N3 N Y N 0 -7.308 -0.988 0.859
10 C18 C C7 N Y N 0 -3.029 0.985 -0.311
11 C19 C C8 N Y N 0 -2.384 -0.136 -0.813
12 C20 C C9 N Y N 0 -1.094 -0.428 -0.415
13 C21 C C10 N Y N 0 -0.443 0.402 0.488
14 C22 C C11 N Y N 0 -1.088 1.524 0.99
15 C23 C C12 N Y N 0 -2.376 1.817 0.587
16 C25 C C13 N N N 0 1.733 -0.445 0.021
17 C34 C C17 N N N 0 5.52 0.701 -0.406
18 C28 C C14 S N N 0 3.959 -1.243 -0.567
19 C30 C C15 N N N 0 3.857 -2.745 -0.494
20 C31 C C16 N N N 0 5.383 -0.811 -0.212
21 C35 C C18 N Y N 0 6.923 1.127 -0.057
22 C36 C C19 N Y N 0 7.903 1.146 -1.032
23 C37 C C20 N Y N 0 9.189 1.536 -0.712
24 C38 C C21 N Y N 0 9.497 1.907 0.584
25 C39 C C22 N Y N 0 8.518 1.888 1.559
26 C40 C C23 N Y N 0 7.229 1.503 1.237
27 N10 N N4 N Y N 0 -5.05 -0.515 0.591
28 N24 N N5 N N N 0 0.866 0.106 0.893
29 N27 N N6 N N N 0 3.016 -0.644 0.382
30 O17 O O1 N N N 0 -4.298 1.271 -0.704
31 O26 O O2 N N N 0 1.357 -0.763 -1.091
32 O32 O O3 N N N 0 4.633 -3.509 -1.28
33 O33 O O4 N N N 0 3.078 -3.262 0.271
34 H1 H H1 N N N 0 -6.852 2.644 -1.845
35 H2 H H2 N N N 0 -9.415 2.221 -1.62
36 H3 H H3 N N N 0 -9.725 0.195 -0.102
37 H4 H H4 N N N 0 -4.785 -2.531 2.096
38 H5 H H5 N N N 0 -6.419 -2.874 2.285
39 H6 H H6 N N N 0 -2.891 -0.782 -1.515
40 H7 H H7 N N N 0 -0.592 -1.301 -0.805
41 H8 H H8 N N N 0 -0.581 2.171 1.69
42 H9 H H9 N N N 0 -2.878 2.69 0.978
43 H10 H H10 N N N 0 3.719 -0.911 -1.577
44 H11 H H11 N N N 0 5.592 -1.064 0.827
45 H12 H H12 N N N 0 6.091 -1.326 -0.861
46 H13 H H13 N N N 0 5.312 0.954 -1.445
47 H14 H H14 N N N 0 4.812 1.216 0.243
48 H15 H H15 N N N 0 7.662 0.856 -2.044
49 H16 H H16 N N N 0 9.955 1.551 -1.474
50 H17 H H17 N N N 0 10.502 2.211 0.834
51 H18 H H18 N N N 0 8.758 2.177 2.572
52 H19 H H19 N N N 0 6.464 1.488 2.0
53 H20 H H20 N N N 0 1.148 0.299 1.801
54 H21 H H21 N N N 0 3.316 -0.39 1.268
55 H22 H H22 N N N 0 4.532 -4.467 -1.198



E8I : Chemical Bonds

Total Number of Bonds: 58
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N8 C1 N C sing 1.39 N N
2 N9 C1 N C doub 1.32 N Y
3 N9 C3 N C sing 1.33 N Y
4 C39 C38 C C doub 1.38 N Y
5 C39 C40 C C sing 1.38 N Y
6 C1 N10 C N sing 1.33 N Y
7 C38 C37 C C sing 1.38 N Y
8 C3 N7 C N sing 1.37 N Y
9 C3 C4 C C doub 1.41 N Y
10 N7 C6 N C sing 1.37 N Y
11 C40 C35 C C doub 1.38 N Y
12 N10 C2 N C doub 1.33 N Y
13 C22 C23 C C doub 1.38 N Y
14 C22 C21 C C sing 1.39 N Y
15 C23 C18 C C sing 1.39 N Y
16 C4 C2 C C sing 1.4 N Y
17 C4 C5 C C sing 1.46 N Y
18 C2 O17 C O sing 1.35 N N
19 C6 C5 C C doub 1.34 N Y
20 N24 C21 N C sing 1.4 N N
21 N24 C25 N C sing 1.35 N N
22 C37 C36 C C doub 1.38 N Y
23 C21 C20 C C doub 1.39 N Y
24 C35 C36 C C sing 1.38 N Y
25 C35 C34 C C sing 1.51 N N
26 C31 C34 C C sing 1.53 N N
27 C31 C28 C C sing 1.53 N N
28 C18 O17 C O sing 1.36 N N
29 C18 C19 C C doub 1.39 N Y
30 N27 C25 N C sing 1.35 N N
31 N27 C28 N C sing 1.47 N N
32 C25 O26 C O doub 1.22 N N
33 C28 C30 C C sing 1.51 N N
34 C20 C19 C C sing 1.38 N Y
35 O33 C30 O C doub 1.21 N N
36 C30 O32 C O sing 1.34 N N
37 C5 H1 C H sing 1.08 N N
38 C6 H2 C H sing 1.08 N N
39 N7 H3 N H sing 0.97 N N
40 N8 H4 N H sing 0.97 N N
41 N8 H5 N H sing 0.97 N N
42 C19 H6 C H sing 1.08 N N
43 C20 H7 C H sing 1.08 N N
44 C22 H8 C H sing 1.08 N N
45 C23 H9 C H sing 1.08 N N
46 C28 H10 C H sing 1.09 N N
47 C31 H11 C H sing 1.09 N N
48 C31 H12 C H sing 1.09 N N
49 C34 H13 C H sing 1.09 N N
50 C34 H14 C H sing 1.09 N N
51 C36 H15 C H sing 1.08 N N
52 C37 H16 C H sing 1.08 N N
53 C38 H17 C H sing 1.08 N N
54 C39 H18 C H sing 1.08 N N
55 C40 H19 C H sing 1.08 N N
56 N24 H20 N H sing 0.97 N N
57 N27 H21 N H sing 0.97 N N
58 O32 H22 O H sing 0.97 N N



E8I : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
E8I 7t1t Open in New Window Bound ligand 1 1