2-{3-[3'-(2-Carboxy-1-phenyl-ethylsulfamoyl)-biphenyl-3-yl]-ureido}-3H-benzoimidazol-1-ium

ID: ALA1160320

PubChem CID: 21982435

Max Phase: Preclinical

Molecular Formula: C29H25N5O5S

Molecular Weight: 555.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC(NS(=O)(=O)c1cccc(-c2cccc(NC(=O)Nc3nc4ccccc4[nH]3)c2)c1)c1ccccc1

Standard InChI:  InChI=1S/C29H25N5O5S/c35-27(36)18-26(19-8-2-1-3-9-19)34-40(38,39)23-13-7-11-21(17-23)20-10-6-12-22(16-20)30-29(37)33-28-31-24-14-4-5-15-25(24)32-28/h1-17,26,34H,18H2,(H,35,36)(H3,30,31,32,33,37)

Standard InChI Key:  JNSBZXVASWNXFL-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160320

   3-[[3-[3-(1H-benzimidazol-2-ylcarbamoylamino)phenyl]phenyl]sulfonylamino]-3-phenylpropanoic acid

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: 555.62

Molecular Weight (Monoisotopic): 555.1576

AlogP: 5.37

#Rotatable Bonds: 9

Polar Surface Area: 153.28

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.84

CX Basic pKa: 2.40

CX LogP: 4.91

CX LogD: 1.75

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.16

Np Likeness Score: -1.26

References

1. Urbahns K, Härter M, Albers M, Schmidt D, Stelte-Ludwig B, Brüggemeier U, Vaupel A, Gerdes C..  (2002)  Biphenyls as potent vitronectin receptor antagonists.,  12  (2): [PMID:11755355] [10.1016/s0960-894x(01)00717-x]

Source

Source(1):

• Scientific Literature