(+/-)-N-Carbamoyl-trans-3-mercapto-4-(N-methyl-4-phenoxybenzenesulfonamido)pyrrolidine

ID: ALA2380401

Chembl Id: CHEMBL2380401

PubChem CID: 58307579

Max Phase: Preclinical

Molecular Formula: C18H21N3O4S2

Molecular Weight: 407.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN([C@H]1CN(C(N)=O)C[C@@H]1S)S(=O)(=O)c1ccc(Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C18H21N3O4S2/c1-20(16-11-21(18(19)22)12-17(16)26)27(23,24)15-9-7-14(8-10-15)25-13-5-3-2-4-6-13/h2-10,16-17,26H,11-12H2,1H3,(H2,19,22)/t16-,17-/m0/s1

Standard InChI Key:  BTCYLUBBXQARQV-IRXDYDNUSA-N

Alternative Forms

1. Parent:

   

   ALA2380401

   (3S,4S)-3-[methyl-(4-phenoxyphenyl)sulfonylamino]-4-sulfanylpyrrolidine-1-carboxamide

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: 407.52

Molecular Weight (Monoisotopic): 407.0973

AlogP: 2.16

#Rotatable Bonds: 5

Polar Surface Area: 92.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.76

CX Basic pKa:

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.98

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