(3-Amino-propyl)-[3-(2-carbamoyl-benzoylamino)-2-hydroxy-propyl]-phosphinic acid

ID: ALA113540

Chembl Id: CHEMBL113540

Max Phase: Preclinical

Molecular Formula: C14H22N3O5P

Molecular Weight: 343.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCP(=O)(O)CC(O)CNC(=O)c1ccccc1C(N)=O

Standard InChI:  InChI=1S/C14H22N3O5P/c15-6-3-7-23(21,22)9-10(18)8-17-14(20)12-5-2-1-4-11(12)13(16)19/h1-2,4-5,10,18H,3,6-9,15H2,(H2,16,19)(H,17,20)(H,21,22)

Standard InChI Key:  IUWCWXRXWLNNKT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA113540

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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: 343.32

Molecular Weight (Monoisotopic): 343.1297

AlogP: -0.50

#Rotatable Bonds: 9

Polar Surface Area: 155.74

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.87

CX Basic pKa: 10.21

CX LogP: -3.36

CX LogD: -3.36

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.38

Np Likeness Score: -0.33

References

1. Froestl W, Mickel SJ, von Sprecher G, Diel PJ, Hall RG, Maier L, Strub D, Melillo V, Baumann PA, Bernasconi R..  (1995)  Phosphinic acid analogues of GABA. 2. Selective, orally active GABAB antagonists.,  38  (17): [PMID:7650685] [10.1021/jm00017a016]

Source

Source(1):

• Scientific Literature