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

ID: ALA3589463

Chembl Id: CHEMBL3589463

PubChem CID: 122180887

Max Phase: Preclinical

Molecular Formula: C29H26N4O9S

Molecular Weight: 606.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](n3nnnc3S(=O)(=O)c3ccc(C)cc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

Standard InChI:  InChI=1S/C29H26N4O9S/c1-14-4-6-16(7-5-14)43(36,37)29-30-31-32-33(29)26-18-11-21-20(41-13-42-21)10-17(18)24(25-19(26)12-40-28(25)35)15-8-22(38-2)27(34)23(9-15)39-3/h4-11,19,24-26,34H,12-13H2,1-3H3/t19-,24+,25-,26+/m0/s1

Standard InChI Key:  HTOJSUKPYAXFHO-QNMIOERPSA-N

Alternative Forms

1. Parent:

   

   ALA3589463

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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: 606.61

Molecular Weight (Monoisotopic): 606.1420

AlogP: 2.79

#Rotatable Bonds: 6

Polar Surface Area: 161.19

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.33

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.32

Np Likeness Score: 0.00

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