5-p-fluorobenzylaminocamptothecin

ID: ALA375613

PubChem CID: 44420351

Max Phase: Preclinical

Molecular Formula: C27H22FN3O4

Molecular Weight: 471.49

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-P-Flourobenzylaminocamptothecin | CHEMBL375613|5-p-flourobenzylaminocamptothecin

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

Standard InChI:  InChI=1S/C27H22FN3O4/c1-2-27(34)21-19(14-35-26(27)33)25(32)31-13-17-11-16-5-3-4-6-20(16)30-22(17)24(31)23(21)29-12-15-7-9-18(28)10-8-15/h3-11,29,34H,2,12-14H2,1H3/t27-/m0/s1

Standard InChI Key:  ZAJBOXHDUKLONT-MHZLTWQESA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA375613

   5-p-Flourobenzylaminocamptothecin

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: 471.49

Molecular Weight (Monoisotopic): 471.1594

AlogP: 3.83

#Rotatable Bonds: 4

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.64

CX Basic pKa: 1.80

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -0.08

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