9-(2-[1,4']Bipiperidinyl-1'-yl-ethyl)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one dihydrochloride

ID: ALA1202596

Chembl Id: CHEMBL1202596

PubChem CID: 49860284

Max Phase: Preclinical

Molecular Formula: C33H44Cl2N2O7

Molecular Weight: 578.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](CCN3CCC(N5CCCCC5)CC3)C3COC(=O)[C@@H]32)OCO4)cc(OC)c1O.Cl.Cl

Standard InChI:  InChI=1S/C33H42N2O7.2ClH/c1-38-28-14-20(15-29(39-2)32(28)36)30-24-17-27-26(41-19-42-27)16-23(24)22(25-18-40-33(37)31(25)30)8-13-34-11-6-21(7-12-34)35-9-4-3-5-10-35;;/h14-17,21-22,25,30-31,36H,3-13,18-19H2,1-2H3;2*1H/t22-,25?,30-,31+;;/m1../s1

Standard InChI Key:  HJXQQSDPUWLRCP-BSRRPKCSSA-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

Calculated Properties

Molecular Weight: 578.71

Molecular Weight (Monoisotopic): 578.2992

AlogP: 4.50

#Rotatable Bonds: 7

Polar Surface Area: 89.93

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.26

CX Basic pKa: 10.14

CX LogP: 2.56

CX LogD: 0.80

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.48

Np Likeness Score: 0.53

References

1. Terada T, Fujimoto K, Nomura M, Yamashita J, Wierzba K, Yamazaki R, Shibata J, Sugimoto Y, Yamada Y, Kobunai T..  (1993)  Antitumor agents. 3. Synthesis and biological activity of 4 beta-alkyl derivatives containing hydroxy, amino, and amido groups of 4'-O-demethyl-4-desoxypodophyllotoxin as antitumor agents.,  36  (12): [PMID:8389875] [10.1021/jm00064a002]

Source

Source(1):

• Scientific Literature