(5-benzhydrylthiophene-2-carbonyl)-L-arginine

ID: ALA4576800

Chembl Id: CHEMBL4576800

Cas Number: 1037092-93-5

PubChem CID: 25156014

Max Phase: Preclinical

Molecular Formula: C24H26N4O3S

Molecular Weight: 450.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)c1ccc(C(c2ccccc2)c2ccccc2)s1)C(=O)O

Standard InChI:  InChI=1S/C24H26N4O3S/c25-24(26)27-15-7-12-18(23(30)31)28-22(29)20-14-13-19(32-20)21(16-8-3-1-4-9-16)17-10-5-2-6-11-17/h1-6,8-11,13-14,18,21H,7,12,15H2,(H,28,29)(H,30,31)(H4,25,26,27)/t18-/m0/s1

Standard InChI Key:  XYFDAJRUBYOTRD-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA4576800

   (5-Benzhydrylthiophene-2-carbonyl)-L-arginine

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: 450.56

Molecular Weight (Monoisotopic): 450.1726

AlogP: 3.37

#Rotatable Bonds: 10

Polar Surface Area: 128.30

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.55

CX Basic pKa: 11.99

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: -0.27

References

1. Rowley JA, Reid RC, Poon EKY, Wu KC, Lim J, Lohman RJ, Hamidon JK, Yau MK, Halili MA, Durek T, Iyer A, Fairlie DP..  (2020)  Potent Thiophene Antagonists of Human Complement C3a Receptor with Anti-Inflammatory Activity.,  63  (2): [PMID:31910011] [10.1021/acs.jmedchem.9b00927]

Source

Source(1):

• Scientific Literature