5-p-methoxybenzylaminocamptothecin

ID: ALA376525

PubChem CID: 44420343

Max Phase: Preclinical

Molecular Formula: C28H25N3O5

Molecular Weight: 483.52

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-P-Methoxybenzylaminocamptothecin | CHEMBL376525|5-p-methoxybenzylaminocamptothecin

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1c(NCc1ccc(OC)cc1)c1n(c2=O)Cc2cc3ccccc3nc2-1

Standard InChI:  InChI=1S/C28H25N3O5/c1-3-28(34)22-20(15-36-27(28)33)26(32)31-14-18-12-17-6-4-5-7-21(17)30-23(18)25(31)24(22)29-13-16-8-10-19(35-2)11-9-16/h4-12,29,34H,3,13-15H2,1-2H3/t28-/m0/s1

Standard InChI Key:  HNGWPGHCVGWIDE-NDEPHWFRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA376525

   5-p-Methoxybenzylaminocamptothecin

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: 483.52

Molecular Weight (Monoisotopic): 483.1794

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 102.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.64

CX Basic pKa: 1.80

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: 0.13

References

1. Torregrossa J, Bubley GJ, Jones GB..  (2006)  Microwave expedited synthesis of 5-aminocamptothecin analogs: Inhibitors of hypoxia inducible factor HIF-1alpha.,  16  (23): [PMID:16971123] [10.1016/j.bmcl.2006.08.103]

Source

Source(1):

• Scientific Literature