2-{3-[2-(3-Amino-propylamino)-ethylamino]-propylamino}-N-[(5S,5aS,8aR,9R)-9-(4-hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-acetamide

ID: ALA4247129

PubChem CID: 145982624

Max Phase: Preclinical

Molecular Formula: C31H43N5O8

Molecular Weight: 613.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H43N5O8/c1-40-24-11-18(12-25(41-2)30(24)38)27-19-13-22-23(44-17-43-22)14-20(19)29(21-16-42-31(39)28(21)27)36-26(37)15-35-8-4-7-34-10-9-33-6-3-5-32/h11-14,21,27-29,33-35,38H,3-10,15-17,32H2,1-2H3,(H,36,37)/t21-,27+,28-,29+/m0/s1

Standard InChI Key:  GGJVZQZWZITECI-MHTDFPPDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4247129

   ---

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: 613.71

Molecular Weight (Monoisotopic): 613.3112

AlogP: 0.74

#Rotatable Bonds: 16

Polar Surface Area: 174.66

Molecular Species: BASE

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.33

CX Basic pKa: 10.17

CX LogP: -1.63

CX LogD: -5.37

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: 0.83

References

1. Oviatt AA, Kuriappan JA, Minniti E, Vann KR, Onuorah P, Minarini A, De Vivo M, Osheroff N..  (2018)  Polyamine-containing etoposide derivatives as poisons of human type II topoisomerases: Differential effects on topoisomerase IIα and IIβ.,  28  (17): [PMID:30006062] [10.1016/j.bmcl.2018.07.010]

Source

Source(1):

• Scientific Literature