N1-((5S,6S,11aR,11bS)-2-Oxo-2,4,5,6,9,10,11,11a-octahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-5-yl)-N3-((5S,6S,11aS,11bS)-2-oxo-2,4,5,6,9,10,11,11a-octahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-5-yl)-N1,N3-dipropylisophthalamide

ID: ALA4176216

PubChem CID: 145974316

Max Phase: Preclinical

Molecular Formula: C40H50N4O6

Molecular Weight: 682.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(C(=O)c1cccc(C(=O)N(CCC)[C@H]2CC3=CC(=O)O[C@@]34C[C@@H]2N2CCCC[C@@H]24)c1)[C@@H]1CC2=CC(=O)O[C@@]23C[C@@H]1N1CCCC[C@@H]13

Standard InChI:  InChI=1S/C40H50N4O6/c1-3-14-43(29-19-27-21-35(45)49-39(27)23-31(29)41-16-7-5-12-33(39)41)37(47)25-10-9-11-26(18-25)38(48)44(15-4-2)30-20-28-22-36(46)50-40(28)24-32(30)42-17-8-6-13-34(40)42/h9-11,18,21-22,29-34H,3-8,12-17,19-20,23-24H2,1-2H3/t29-,30+,31-,32-,33+,34+,39-,40-/m0/s1

Standard InChI Key:  PDZOVDNKFFYFEO-VQTPWUBHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4176216

   ---

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: 682.86

Molecular Weight (Monoisotopic): 682.3730

AlogP: 4.63

#Rotatable Bonds: 8

Polar Surface Area: 99.70

Molecular Species: BASE

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.46

CX LogP: 4.44

CX LogD: 0.92

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.37

Np Likeness Score: 0.40

References

1. Hou W, Lin H, Wang ZY, Banwell MG, Zeng T, Sun PH, Lin J, Chen WM..  (2017)  Novel bivalent securinine mimetics as topoisomerase I inhibitors.,  8  (2): [PMID:30108747] [10.1039/C6MD00563B]

Source

Source(1):

• Scientific Literature