(R)-2-(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)acetamide

ID: ALA4130204

Chembl Id: CHEMBL4130204

PubChem CID: 145961398

Max Phase: Preclinical

Molecular Formula: C27H32ClN7O3

Molecular Weight: 538.05

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H32ClN7O3/c1-33(2)32-25-16-35(27(37)20(13-29-25)10-19-11-22(28)8-9-24(19)38-4)17-26(36)31-23-7-5-6-18(12-23)21-14-30-34(3)15-21/h5-9,11-12,14-15,20H,10,13,16-17H2,1-4H3,(H,29,32)(H,31,36)/t20-/m1/s1

Standard InChI Key:  WBBLXLACEVDRFZ-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA4130204

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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: 538.05

Molecular Weight (Monoisotopic): 537.2255

AlogP: 2.85

#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: 13.32

CX Basic pKa: 7.46

CX LogP: 1.80

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.43

Np Likeness Score: -1.38

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