ID: ALA437341

Max Phase: Preclinical

Molecular Formula: C21H18F9N5O3

Molecular Weight: 445.37

Molecule Type: Small molecule

Representations

Synonyms (1): ABT-341
Synonyms from Alternative Forms(1):

Canonical SMILES:  N[C@H]1CC(C(=O)N2CCn3c(nnc3C(F)(F)F)C2)=CC[C@@H]1c1cc(F)c(F)c(F)c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C19H17F6N5O.C2HF3O2/c20-12-5-10(6-13(21)16(12)22)11-2-1-9(7-14(11)26)17(31)29-3-4-30-15(8-29)27-28-18(30)19(23,24)25;3-2(4,5)1(6)7/h1,5-6,11,14H,2-4,7-8,26H2;(H,6,7)/t11-,14+;/m1./s1

Standard InChI Key:  JKIHWNQARLENJW-GGMFNZDASA-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: 445.37

Molecular Weight (Monoisotopic): 445.1337

AlogP: 2.89

#Rotatable Bonds: 2

Polar Surface Area: 77.04

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.73

CX LogP: 1.84

CX LogD: -0.41

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -0.77

References

1. Pei Z, Li X, von Geldern TW, Madar DJ, Longenecker K, Yong H, Lubben TH, Stewart KD, Zinker BA, Backes BJ, Judd AS, Mulhern M, Ballaron SJ, Stashko MA, Mika AK, Beno DW, Reinhart GA, Fryer RM, Preusser LC, Kempf-Grote AJ, Sham HL, Trevillyan JM..  (2006)  Discovery of ((4R,5S)-5-amino-4-(2,4,5- trifluorophenyl)cyclohex-1-enyl)-(3- (trifluoromethyl)-5,6-dihydro- [1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)methanone (ABT-341), a highly potent, selective, orally efficacious, and safe dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes.,  49  (22): [PMID:17064063] [10.1021/jm060955d]

Source

Source(1):

• Scientific Literature