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]-2-{3-[4-(3-methylamino-propylamino)-butylamino]-propylamino}-acetamide

ID: ALA4242591

PubChem CID: 145983775

Max Phase: Preclinical

Molecular Formula: C34H49N5O8

Molecular Weight: 655.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCNCCCCNCCCNCC(=O)N[C@@H]1c2cc3c(cc2[C@@H](c2cc(OC)c(O)c(OC)c2)[C@H]2C(=O)OC[C@@H]21)OCO3

Standard InChI:  InChI=1S/C34H49N5O8/c1-35-8-6-11-36-9-4-5-10-37-12-7-13-38-18-29(40)39-32-23-17-26-25(46-20-47-26)16-22(23)30(31-24(32)19-45-34(31)42)21-14-27(43-2)33(41)28(15-21)44-3/h14-17,24,30-32,35-38,41H,4-13,18-20H2,1-3H3,(H,39,40)/t24-,30+,31-,32+/m0/s1

Standard InChI Key:  KBAIJCVHIHPKQR-YZCUKXFTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4242591

   ---

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: 655.79

Molecular Weight (Monoisotopic): 655.3581

AlogP: 1.78

#Rotatable Bonds: 19

Polar Surface Area: 160.67

Molecular Species: BASE

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.32

CX Basic pKa: 10.81

CX LogP: -1.04

CX LogD: -6.26

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.10

Np Likeness Score: 0.80

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