ID: ALA450471

Max Phase: Preclinical

Molecular Formula: C30H26ClF4N3O4

Molecular Weight: 604.00

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)CCCN[C@@H](Cn1c(=O)c(-c2ccccc2Cl)cn(Cc2c(F)cccc2C(F)(F)F)c1=O)c1ccccc1

Standard InChI:  InChI=1S/C30H26ClF4N3O4/c31-24-12-5-4-10-20(24)21-16-37(17-22-23(30(33,34)35)11-6-13-25(22)32)29(42)38(28(21)41)18-26(19-8-2-1-3-9-19)36-15-7-14-27(39)40/h1-6,8-13,16,26,36H,7,14-15,17-18H2,(H,39,40)/t26-/m0/s1

Standard InChI Key:  WXJLFSUTNCMCGA-SANMLTNESA-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: 604.00

Molecular Weight (Monoisotopic): 603.1548

AlogP: 5.73

#Rotatable Bonds: 11

Polar Surface Area: 93.33

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.86

CX Basic pKa: 9.04

CX LogP: 3.56

CX LogD: 3.55

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: -1.03

References

1. Chen C, Chen Y, Pontillo J, Guo Z, Huang CQ, Wu D, Madan A, Chen T, Wen J, Xie Q, Tucci FC, Rowbottom M, Zhu YF, Wade W, Saunders J, Bozigian H, Struthers RS..  (2008)  Potent and orally bioavailable zwitterion GnRH antagonists with low CYP3A4 inhibitory activity.,  18  (11): [PMID:18442910] [10.1016/j.bmcl.2008.04.036]

Source

Source(1):

• Scientific Literature