((2R,4S)-4-(2-(Aminomethyl)-1H-imidazol-1-yl)-2-(1-benzyl-1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)(1H-pyrrolo[2,3-b]pyridin-5-yl)methanone

ID: ALA5188980

Chembl Id: CHEMBL5188980

PubChem CID: 168280063

Max Phase: Preclinical

Molecular Formula: C30H28N8O

Molecular Weight: 516.61

Names and Identifiers

Canonical SMILES:  NCc1nccn1[C@H]1C[C@H](c2nc3ccccc3n2Cc2ccccc2)N(C(=O)c2cnc3[nH]ccc3c2)C1

Standard InChI:  InChI=1S/C30H28N8O/c31-16-27-32-12-13-36(27)23-15-26(38(19-23)30(39)22-14-21-10-11-33-28(21)34-17-22)29-35-24-8-4-5-9-25(24)37(29)18-20-6-2-1-3-7-20/h1-14,17,23,26H,15-16,18-19,31H2,(H,33,34)/t23-,26+/m0/s1

Standard InChI Key:  KQGVGWAIXJGROB-JYFHCDHNSA-N

Alternative Forms

1. Parent:

   

   ALA5188980

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 516.61

Molecular Weight (Monoisotopic): 516.2386

AlogP: 4.44

#Rotatable Bonds: 6

Polar Surface Area: 110.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.91

CX LogP: 2.82

CX LogD: 2.20

Aromatic Rings: 6

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: -1.15

References

1. Yoshida S, Uehara S, Kondo N, Takahashi Y, Yamamoto S, Kameda A, Kawagoe S, Inoue N, Yamada M, Yoshimura N, Tachibana Y..  (2022)  Peptide-to-Small Molecule: A Pharmacophore-Guided Small Molecule Lead Generation Strategy from High-Affinity Macrocyclic Peptides.,  65  (15.0): [PMID:35904556] [10.1021/acs.jmedchem.2c00919]

Source

Source(1):

• Scientific Literature