ID: ALA4284306

Max Phase: Preclinical

Molecular Formula: C34H37Cl2N9O4

Molecular Weight: 706.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC(C)n1ncn(-c2ccc(N3CCN(c4ccc(OC[C@@H]5CO[C@@](Cn6cnnn6)(c6ccc(Cl)cc6Cl)O5)cc4)CC3)cc2)c1=O

Standard InChI:  InChI=1S/C34H37Cl2N9O4/c1-3-24(2)45-33(46)44(23-38-45)28-7-5-26(6-8-28)41-14-16-42(17-15-41)27-9-11-29(12-10-27)47-19-30-20-48-34(49-30,21-43-22-37-39-40-43)31-13-4-25(35)18-32(31)36/h4-13,18,22-24,30H,3,14-17,19-21H2,1-2H3/t24?,30-,34-/m1/s1

Standard InChI Key:  WHQYAUJFJVHMCU-ZOTGSTGKSA-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: 706.64

Molecular Weight (Monoisotopic): 705.2346

AlogP: 4.97

#Rotatable Bonds: 11

Polar Surface Area: 117.59

Molecular Species: NEUTRAL

HBA: 13

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 3.91

CX LogP: 6.95

CX LogD: 6.95

Aromatic Rings: 5

Heavy Atoms: 49

QED Weighted: 0.19

Np Likeness Score: -0.78

References

1. Li Y, Pasunooti KK, Li RJ, Liu W, Head SA, Shi WQ, Liu JO..  (2018)  Novel Tetrazole-Containing Analogues of Itraconazole as Potent Antiangiogenic Agents with Reduced Cytochrome P450 3A4 Inhibition.,  61  (24): [PMID:30481027] [10.1021/acs.jmedchem.8b01252]

2. Li Y, Pasunooti KK, Peng H, Li RJ, Shi WQ, Liu W, Cheng Z, Head SA, Liu JO..  (2020)  Design and Synthesis of Tetrazole- and Pyridine-Containing Itraconazole Analogs as Potent Angiogenesis Inhibitors.,  11  (6): [PMID:32550989] [10.1021/acsmedchemlett.9b00438]

3. Dhiman N, Kaur K, Jaitak V..  (2020)  Tetrazoles as anticancer agents: A review on synthetic strategies, mechanism of action and SAR studies.,  28  (15): [PMID:32631569] [10.1016/j.bmc.2020.115599]

Source

Source(1):

• Scientific Literature