(+/-)-N-(6-Aminohexanoyl)-trans-3-mercapto-4-(4-phenoxybenzenesulfonamido)pyrrolidine Hydrochloride

ID: ALA2380403

Chembl Id: CHEMBL2380403

PubChem CID: 71680866

Max Phase: Preclinical

Molecular Formula: C22H30ClN3O4S2

Molecular Weight: 463.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCCCCC(=O)N1C[C@H](NS(=O)(=O)c2ccc(Oc3ccccc3)cc2)[C@@H](S)C1

Standard InChI:  InChI=1S/C22H29N3O4S2.ClH/c23-14-6-2-5-9-22(26)25-15-20(21(30)16-25)24-31(27,28)19-12-10-18(11-13-19)29-17-7-3-1-4-8-17;/h1,3-4,7-8,10-13,20-21,24,30H,2,5-6,9,14-16,23H2;1H/t20-,21-;/m0./s1

Standard InChI Key:  FHORSTUZHMJGTR-GUTACTQSSA-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: 463.63

Molecular Weight (Monoisotopic): 463.1599

AlogP: 2.79

#Rotatable Bonds: 10

Polar Surface Area: 101.73

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.55

CX Basic pKa: 10.11

CX LogP: 1.88

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.75

References

1. Jin Y, Roycik MD, Bosco DB, Cao Q, Constantino MH, Schwartz MA, Sang QX..  (2013)  Matrix metalloproteinase inhibitors based on the 3-mercaptopyrrolidine core.,  56  (11): [PMID:23631440] [10.1021/jm400529f]

2. Baidya SK, Amin SA, Jha T..  (2021)  Outline of gelatinase inhibitors as anti-cancer agents: A patent mini-review for 2010-present.,  213  [PMID:33279289] [10.1016/j.ejmech.2020.113044]

Source

Source(1):

• Scientific Literature