(5R,5aR,8aS,9S)-9-(5-Benzoyl-1H-tetrazol-1-yl)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

ID: ALA3589466

Chembl Id: CHEMBL3589466

PubChem CID: 122180890

Max Phase: Preclinical

Molecular Formula: C29H24N4O8

Molecular Weight: 556.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](n3nnnc3C(=O)c3ccccc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

Standard InChI:  InChI=1S/C29H24N4O8/c1-37-21-8-15(9-22(38-2)27(21)35)23-16-10-19-20(41-13-40-19)11-17(16)25(18-12-39-29(36)24(18)23)33-28(30-31-32-33)26(34)14-6-4-3-5-7-14/h3-11,18,23-25,35H,12-13H2,1-2H3/t18-,23+,24-,25+/m0/s1

Standard InChI Key:  OKHRLSDKQYRMAK-LVEBQJTPSA-N

Alternative Forms

1. Parent:

   

   ALA3589466

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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

Calculated Properties

Molecular Weight: 556.53

Molecular Weight (Monoisotopic): 556.1594

AlogP: 2.88

#Rotatable Bonds: 6

Polar Surface Area: 144.12

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.33

CX Basic pKa: ┄

CX LogP: 3.19

CX LogD: 3.18

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: 0.24

References

1. Hyder I, Yedlapudi D, Kalivendi SV, Khazir J, Ismail T, Nalla N, Miryala S, Sampath Kumar HM..  (2015)  Synthesis and Biological evaluation of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins as anticancer compounds.,  25  (14): [PMID:26022842] [10.1016/j.bmcl.2015.04.053]

Source

Source(1):

• Scientific Literature