(S)-2-((R)-6-(5-chloro-2-methoxybenzyl)-3-(2,2-dimethylhydrazono)-7-oxo-1,4-diazepan-1-yl)-N-(3-(1-methyl-1H-pyrazol-4-yl)phenyl)propanamide

ID: ALA4126936

Chembl Id: CHEMBL4126936

PubChem CID: 145961920

Max Phase: Preclinical

Molecular Formula: C28H34ClN7O3

Molecular Weight: 552.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1C[C@@H]1CN/C(=N\N(C)C)CN([C@@H](C)C(=O)Nc2cccc(-c3cnn(C)c3)c2)C1=O

Standard InChI:  InChI=1S/C28H34ClN7O3/c1-18(27(37)32-24-8-6-7-19(13-24)22-15-31-35(4)16-22)36-17-26(33-34(2)3)30-14-21(28(36)38)11-20-12-23(29)9-10-25(20)39-5/h6-10,12-13,15-16,18,21H,11,14,17H2,1-5H3,(H,30,33)(H,32,37)/t18-,21+/m0/s1

Standard InChI Key:  DSGGHYFLLSBJAD-GHTZIAJQSA-N

Alternative Forms

1. Parent:

   

   ALA4126936

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 552.08

Molecular Weight (Monoisotopic): 551.2412

AlogP: 3.24

#Rotatable Bonds: 8

Polar Surface Area: 104.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.20

CX Basic pKa: 7.45

CX LogP: 2.37

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.42

Np Likeness Score: -1.28

References

1. Murafuji H, Sugawara H, Goto M, Oyama Y, Sakai H, Imajo S, Tomoo T, Muto T..  (2018)  Structure-based drug design to overcome species differences in kallikrein 7 inhibition of 1,3,6-trisubstituted 1,4-diazepan-7-ones.,  26  (12): [PMID:29884582] [10.1016/j.bmc.2018.05.044]

2. Murafuji H, Sakai H, Goto M, Oyama Y, Imajo S, Sugawara H, Tomoo T, Muto T..  (2018)  Structure-based drug design of 1,3,6-trisubstituted 1,4-diazepan-7-ones as selective human kallikrein 7 inhibitors.,  28  (8): [PMID:29550094] [10.1016/j.bmcl.2018.03.011]

Source

Source(1):

• Scientific Literature