(R)-3-(2-(6-(5-chloro-2-methoxybenzyl)-3-(2,2-dimethylhydrazono)-7-oxo-1,4-diazepan-1-yl)acetamido)benzoic acid hydrochloride

ID: ALA4128173

Chembl Id: CHEMBL4128173

PubChem CID: 145961109

Max Phase: Preclinical

Molecular Formula: C24H29Cl2N5O5

Molecular Weight: 501.97

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H28ClN5O5.ClH/c1-29(2)28-21-13-30(14-22(31)27-19-6-4-5-15(11-19)24(33)34)23(32)17(12-26-21)9-16-10-18(25)7-8-20(16)35-3;/h4-8,10-11,17H,9,12-14H2,1-3H3,(H,26,28)(H,27,31)(H,33,34);1H/t17-;/m1./s1

Standard InChI Key:  OYVPOOBKAUXRGD-UNTBIKODSA-N

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: 501.97

Molecular Weight (Monoisotopic): 501.1779

AlogP: 2.15

#Rotatable Bonds: 8

Polar Surface Area: 123.57

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.92

CX Basic pKa: 7.46

CX LogP: -0.28

CX LogD: -0.53

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: -0.88

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, Imajo S, Sugawara H, Muto T..  (2017)  Discovery and structure-activity relationship study of 1,3,6-trisubstituted 1,4-diazepane-7-ones as novel human kallikrein 7 inhibitors.,  27  (23): [PMID:29102227] [10.1016/j.bmcl.2017.10.030]

3. 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