ID: ALA4572598

Max Phase: Preclinical

Molecular Formula: C34H33Cl2N3O5

Molecular Weight: 634.56

Molecule Type: Unknown

Representations

Canonical SMILES:  C[C@]1(c2ccc(Cl)cc2Cl)OC[C@@H](COc2ccc(N3CCN(c4ccc(NC(=O)c5cccc(O)c5)cc4)CC3)cc2)O1

Standard InChI:  InChI=1S/C34H33Cl2N3O5/c1-34(31-14-5-24(35)20-32(31)36)43-22-30(44-34)21-42-29-12-10-27(11-13-29)39-17-15-38(16-18-39)26-8-6-25(7-9-26)37-33(41)23-3-2-4-28(40)19-23/h2-14,19-20,30,40H,15-18,21-22H2,1H3,(H,37,41)/t30-,34+/m1/s1

Standard InChI Key:  BHQZXBHEQADRKL-HKFHRXRESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 634.56

Molecular Weight (Monoisotopic): 633.1797

AlogP: 6.95

#Rotatable Bonds: 8

Polar Surface Area: 83.50

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.77

CX Basic pKa: 3.96

CX LogP: 7.75

CX LogD: 7.73

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.22

Np Likeness Score: -0.63

References

1. Wen J, Chennamadhavuni D, Morel SR, Hadden MK..  (2019)  Truncated Itraconazole Analogues Exhibiting Potent Anti-Hedgehog Activity and Improved Drug-like Properties.,  10  (9): [PMID:31531199] [10.1021/acsmedchemlett.9b00188]

2. Pace JR, Teske KA, Chau LQ, Dash RC, Zaino AM, Wechsler-Reya RJ, Hadden MK..  (2019)  Structure-Activity Relationships for Itraconazole-Based Triazolone Analogues as Hedgehog Pathway Inhibitors.,  62  (8): [PMID:30896941] [10.1021/acs.jmedchem.8b01283]

Source

Source(1):

• Scientific Literature