(S)-2-amino-6-(5-oxo-5H-pyrido[2,3-a]phenoxazine-9-carboxamido)hexanoic acid

ID: ALA4786452

Chembl Id: CHEMBL4786452

PubChem CID: 162666945

Max Phase: Preclinical

Molecular Formula: C22H20N4O5

Molecular Weight: 420.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](CCCCNC(=O)c1ccc2nc3c4ncccc4c(=O)cc-3oc2c1)C(=O)O

Standard InChI:  InChI=1S/C22H20N4O5/c23-14(22(29)30)5-1-2-8-25-21(28)12-6-7-15-17(10-12)31-18-11-16(27)13-4-3-9-24-19(13)20(18)26-15/h3-4,6-7,9-11,14H,1-2,5,8,23H2,(H,25,28)(H,29,30)/t14-/m0/s1

Standard InChI Key:  CMLRLCKTSGJUFX-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA4786452

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 420.43

Molecular Weight (Monoisotopic): 420.1434

AlogP: 2.15

#Rotatable Bonds: 7

Polar Surface Area: 148.41

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.82

CX Basic pKa: 9.53

CX LogP: -1.09

CX LogD: -1.10

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.23

Np Likeness Score: -0.28

References

1. Pedatella,S.; Cerchia,C.; Manfra,M.; Cioce,A.; Bolognese,A.; Lavecchia,A..  (2020)  Antitumor agents 7. Synthesis, antiproliferative activity and molecular modeling of new l-lysine-conjugated pyridophenoxazinones as potent DNA-binding ligands and topoisomerase IIα inhibitors.,  187  [PMID:31869654] [10.1016/j.ejmech.2019.111960]

Source

Source(1):

• Scientific Literature