(2S)-3-(4-hydroxyphenyl)-2-[[(2S)-3-(1H-indol-3-yl)-2-[(2-sulfanylacetyl)amino]propanoyl]amino]propanamide

ID: ALA4647152

Chembl Id: CHEMBL4647152

PubChem CID: 156020368

Max Phase: Preclinical

Molecular Formula: C22H24N4O4S

Molecular Weight: 440.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CS

Standard InChI:  InChI=1S/C22H24N4O4S/c23-21(29)18(9-13-5-7-15(27)8-6-13)26-22(30)19(25-20(28)12-31)10-14-11-24-17-4-2-1-3-16(14)17/h1-8,11,18-19,24,27,31H,9-10,12H2,(H2,23,29)(H,25,28)(H,26,30)/t18-,19-/m0/s1

Standard InChI Key:  PLCPMRZCONSMPP-OALUTQOASA-N

Alternative Forms

1. Parent:

   

   ALA4647152

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 440.53

Molecular Weight (Monoisotopic): 440.1518

AlogP: 1.04

#Rotatable Bonds: 9

Polar Surface Area: 137.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.17

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.28

Np Likeness Score: -0.07

References

1. Konstantinović J, Yahiaoui S, Alhayek A, Haupenthal J, Schönauer E, Andreas A, Kany AM, Müller R, Koehnke J, Berger FK, Bischoff M, Hartmann RW, Brandstetter H, Hirsch AKH..  (2020)  N-Aryl-3-mercaptosuccinimides as Antivirulence Agents Targeting Pseudomonas aeruginosa Elastase and Clostridium Collagenases.,  63  (15): [PMID:32470298] [10.1021/acs.jmedchem.0c00584]

Source

Source(1):

• Scientific Literature