7-(4-(hydroxymethyl)phenyl)-10,11-medzylenedioxy-20(S)-camptothecin

ID: ALA5191443

PubChem CID: 168286912

Max Phase: Preclinical

Molecular Formula: C28H22N2O7

Molecular Weight: 498.49

Names and Identifiers

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1cc3c(cc1c2-c1ccc(CO)cc1)OCO3

Standard InChI:  InChI=1S/C28H22N2O7/c1-2-28(34)19-8-21-25-17(10-30(21)26(32)18(19)12-35-27(28)33)24(15-5-3-14(11-31)4-6-15)16-7-22-23(37-13-36-22)9-20(16)29-25/h3-9,31,34H,2,10-13H2,1H3/t28-/m0/s1

Standard InChI Key:  QGUYVTWYUBIPFZ-NDEPHWFRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5191443

   ---

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: 498.49

Molecular Weight (Monoisotopic): 498.1427

AlogP: 2.97

#Rotatable Bonds: 3

Polar Surface Area: 120.11

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: 3.63

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.36

Np Likeness Score: 0.87

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