2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-6-hydroxy-3'-methyl-biphenyl-3-yl]-succinic acid

ID: ALA205208

Chembl Id: CHEMBL205208

PubChem CID: 135532848

Max Phase: Preclinical

Molecular Formula: C25H22N4O5

Molecular Weight: 458.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2cc(C(CC(=O)O)C(=O)O)cc(-c3nc4cc(C(=N)N)ccc4[nH]3)c2O)c1

Standard InChI:  InChI=1S/C25H22N4O5/c1-12-3-2-4-13(7-12)16-8-15(17(25(33)34)11-21(30)31)9-18(22(16)32)24-28-19-6-5-14(23(26)27)10-20(19)29-24/h2-10,17,32H,11H2,1H3,(H3,26,27)(H,28,29)(H,30,31)(H,33,34)

Standard InChI Key:  WNBXSHDGFJUTNR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA205208

   ---

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: 458.47

Molecular Weight (Monoisotopic): 458.1590

AlogP: 3.84

#Rotatable Bonds: 7

Polar Surface Area: 173.38

Molecular Species: ZWITTERION

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.62

CX Basic pKa: 10.60

CX LogP: 1.49

CX LogD: -0.42

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.18

Np Likeness Score: -0.30

References

1. Shrader WD, Kolesnikov A, Burgess-Henry J, Rai R, Hendrix J, Hu H, Torkelson S, Ton T, Young WB, Katz BA, Yu C, Tang J, Cabuslay R, Sanford E, Janc JW, Sprengeler PA..  (2006)  Factor VIIa inhibitors: gaining selectivity within the trypsin family.,  16  (6): [PMID:16413783] [10.1016/j.bmcl.2005.12.040]

2. Young WB, Rai R, Shrader WD, Burgess-Henry J, Hu H, Elrod KC, Sprengeler PA, Katz BA, Sukbuntherng J, Mordenti J..  (2006)  Small molecule inhibitors of plasma kallikrein.,  16  (7): [PMID:16413183] [10.1016/j.bmcl.2005.12.060]

Source

Source(1):

• Scientific Literature