7-(thiophen-3-yl)-10,11-methylenedioxy-20(S)-camptothecin

ID: ALA5176513

PubChem CID: 146275737

Max Phase: Preclinical

Molecular Formula: C25H18N2O6S

Molecular Weight: 474.49

Names and Identifiers

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1cc3c(cc1c2-c1ccsc1)OCO3

Standard InChI:  InChI=1S/C25H18N2O6S/c1-2-25(30)16-6-18-22-14(8-27(18)23(28)15(16)9-31-24(25)29)21(12-3-4-34-10-12)13-5-19-20(33-11-32-19)7-17(13)26-22/h3-7,10,30H,2,8-9,11H2,1H3/t25-/m0/s1

Standard InChI Key:  NSSJHQZRKJDYJX-VWLOTQADSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5176513

   ---

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: 474.49

Molecular Weight (Monoisotopic): 474.0886

AlogP: 3.54

#Rotatable Bonds: 2

Polar Surface Area: 99.88

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: 3.37

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: 0.36

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