ID: ALA2057609

Max Phase: Preclinical

Molecular Formula: C15H14N2O3

Molecular Weight: 270.29

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1n[nH]c2c1C[C@H]1[C@@H](COc3ccccc3)[C@@H]21

Standard InChI:  InChI=1S/C15H14N2O3/c18-15(19)14-10-6-9-11(12(9)13(10)16-17-14)7-20-8-4-2-1-3-5-8/h1-5,9,11-12H,6-7H2,(H,16,17)(H,18,19)/t9-,11+,12-/m0/s1

Standard InChI Key:  AVUUOKAXFDRGKK-WCQGTBRESA-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: 270.29

Molecular Weight (Monoisotopic): 270.1004

AlogP: 2.07

#Rotatable Bonds: 4

Polar Surface Area: 75.21

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.16

CX Basic pKa: 0.22

CX LogP: 2.10

CX LogD: -1.35

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -0.01

References

1. Boatman PD, Lauring B, Schrader TO, Kasem M, Johnson BR, Skinner P, Jung JK, Xu J, Cherrier MC, Webb PJ, Semple G, Sage CR, Knudsen J, Chen R, Luo WL, Caro L, Cote J, Lai E, Wagner J, Taggart AK, Carballo-Jane E, Hammond M, Colletti SL, Tata JR, Connolly DT, Waters MG, Richman JG..  (2012)  (1aR,5aR)1a,3,5,5a-Tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (MK-1903): a potent GPR109a agonist that lowers free fatty acids in humans.,  55  (8): [PMID:22435740] [10.1021/jm2010964]

Source

Source(1):

• Scientific Literature