2-{3-[4-(3-Amino-propoxy)-butoxy]-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: ALA4249871

PubChem CID: 145985119

Max Phase: Preclinical

Molecular Formula: C33H45N3O10

Molecular Weight: 643.73

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H45N3O10/c1-40-26-13-20(14-27(41-2)32(26)38)29-21-15-24-25(46-19-45-24)16-22(21)31(23-18-44-33(39)30(23)29)36-28(37)17-35-8-6-12-43-10-4-3-9-42-11-5-7-34/h13-16,23,29-31,35,38H,3-12,17-19,34H2,1-2H3,(H,36,37)/t23-,29+,30-,31+/m0/s1

Standard InChI Key:  UDTMCLBMNNMTNO-TYDXHICZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4249871

   ---

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: 643.73

Molecular Weight (Monoisotopic): 643.3105

AlogP: 2.37

#Rotatable Bonds: 18

Polar Surface Area: 169.06

Molecular Species: BASE

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.27

CX Basic pKa: 10.20

CX LogP: -0.37

CX LogD: -3.32

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.14

Np Likeness Score: 0.73

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