7-(furan-2-yl)-10,11-methylenedioxy-20(S)-camptothecin

ID: ALA5198898

PubChem CID: 146275738

Max Phase: Preclinical

Molecular Formula: C25H18N2O7

Molecular Weight: 458.43

Names and Identifiers

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1cc3c(cc1c2-c1ccco1)OCO3

Standard InChI:  InChI=1S/C25H18N2O7/c1-2-25(30)15-7-17-22-13(9-27(17)23(28)14(15)10-32-24(25)29)21(18-4-3-5-31-18)12-6-19-20(34-11-33-19)8-16(12)26-22/h3-8,30H,2,9-11H2,1H3/t25-/m0/s1

Standard InChI Key:  PONCCDCDXUIPIS-VWLOTQADSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5198898

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.43

Molecular Weight (Monoisotopic): 458.1114

AlogP: 3.07

#Rotatable Bonds: 2

Polar Surface Area: 113.02

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: 2.37

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: 0.55

References

1. Zhang G, Yin R, Dai X, Wu G, Qi X, Yu R, Li J, Jiang T..  (2022)  Design, synthesis, and biological evaluation of novel 7-substituted 10,11-methylenedioxy-camptothecin derivatives against drug-resistant small-cell lung cancer in vitro and in vivo.,  241  [PMID:35932565] [10.1016/j.ejmech.2022.114610]

Source

Source(1):

• Scientific Literature