ID: ALA3133005

Max Phase: Preclinical

Molecular Formula: C22H21F2N5O5

Molecular Weight: 473.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C[C@H]1CC[C@@H](Oc2ccc(NC(=O)c3nnc(Nc4ccc(F)c(F)c4)o3)cn2)CC1

Standard InChI:  InChI=1S/C22H21F2N5O5/c23-16-7-3-13(10-17(16)24)27-22-29-28-21(34-22)20(32)26-14-4-8-18(25-11-14)33-15-5-1-12(2-6-15)9-19(30)31/h3-4,7-8,10-12,15H,1-2,5-6,9H2,(H,26,32)(H,27,29)(H,30,31)/t12-,15+

Standard InChI Key:  KCEBLEVIKCWQMU-JNSHFYNHSA-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: 473.44

Molecular Weight (Monoisotopic): 473.1511

AlogP: 4.15

#Rotatable Bonds: 8

Polar Surface Area: 139.47

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.84

CX Basic pKa: 1.94

CX LogP: 3.16

CX LogD: -0.64

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.59

References

1. Plowright AT, Barton P, Bennett S, Birch AM, Birtles S, Buckett LK, Butlin RJ, Davies RDM, Ertan A, Gutierrez PM, Kemmitt PD, Leach AG, Svensson PH, Turnbull AV, Waring MJ.  (2013)  Design and synthesis of a novel series of cyclohexyloxy-pyridyl derivatives as inhibitors of diacylglycerol acyl transferase 1,  4  (1): [10.1039/C2MD20187A]

Source

Source(1):

• Scientific Literature