ID: ALA4093809

Max Phase: Preclinical

Molecular Formula: C22H29N7O8

Molecular Weight: 369.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(Cc1cccc(-c2cnc(N3CCOCC3)nc2)c1)C(=O)NC(=N)N.O=C(O)[C@H](O)[C@@H](O)C(=O)O

Standard InChI:  InChI=1S/C18H23N7O2.C4H6O6/c1-24(18(26)23-16(19)20)12-13-3-2-4-14(9-13)15-10-21-17(22-11-15)25-5-7-27-8-6-25;5-1(3(7)8)2(6)4(9)10/h2-4,9-11H,5-8,12H2,1H3,(H4,19,20,23,26);1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1

Standard InChI Key:  OPNUSNKQHYGBBW-LREBCSMRSA-N

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

Properties

Molecular Weight: 369.43

Molecular Weight (Monoisotopic): 369.1913

AlogP: 1.02

#Rotatable Bonds: 4

Polar Surface Area: 120.46

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.39

CX Basic pKa: 9.45

CX LogP: 0.71

CX LogD: -1.07

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.62

References

1. Yamaki S, Yamada H, Nagashima A, Kondo M, Shimada Y, Kadono K, Yoshihara K..  (2017)  Synthesis and structure activity relationships of carbamimidoylcarbamate derivatives as novel vascular adhesion protein-1 inhibitors.,  25  (21): [PMID:28988626] [10.1016/j.bmc.2017.09.036]

Source

Source(1):

• Scientific Literature