{3-(6-aminopyridin-3-yl)-1-[(N-methylphthalimid-5-yl)amino]propyl}phosphonate hydrochloride

ID: ALA3604627

Chembl Id: CHEMBL3604627

PubChem CID: 122185885

Max Phase: Preclinical

Molecular Formula: C29H28ClN4O5P

Molecular Weight: 542.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2ccc(NC(CCc3ccc(N)nc3)P(=O)(Oc3ccccc3)Oc3ccccc3)cc2C1=O.Cl

Standard InChI:  InChI=1S/C29H27N4O5P.ClH/c1-33-28(34)24-15-14-21(18-25(24)29(33)35)32-27(17-13-20-12-16-26(30)31-19-20)39(36,37-22-8-4-2-5-9-22)38-23-10-6-3-7-11-23;/h2-12,14-16,18-19,27,32H,13,17H2,1H3,(H2,30,31);1H

Standard InChI Key:  OQPWCMVPRSVOOV-UHFFFAOYSA-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

Calculated Properties

Molecular Weight: 542.53

Molecular Weight (Monoisotopic): 542.1719

AlogP: 5.61

#Rotatable Bonds: 10

Polar Surface Area: 123.85

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.20

CX Basic pKa: 6.64

CX LogP: 4.51

CX LogD: 4.44

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.20

Np Likeness Score: -0.29

References

1. Aoyama H, Ijuin R, Kato JY, Urushiyama S, Tetsuhashi M, Hashimoto Y, Yokomatsu T..  (2015)  Discovery of non-competitive thrombin inhibitor derived from competitive tryptase inhibitor skeleton: Shift in molecular recognition resulted from skeletal conversion of carboxylate into phosphonate.,  25  (17): [PMID:26122211] [10.1016/j.bmcl.2015.06.039]

Source

Source(1):

• Scientific Literature