(S)-2-amino-6-(5-oxo-5H-pyrido[2,3-a]phenoxazine-10-carboxamido)hexanoic acid

ID: ALA4780009

Chembl Id: CHEMBL4780009

PubChem CID: 162662911

Max Phase: Preclinical

Molecular Formula: C22H20N4O5

Molecular Weight: 420.43

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  N[C@@H](CCCCNC(=O)c1ccc2oc3cc(=O)c4cccnc4c-3nc2c1)C(=O)O

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

Standard InChI Key:  SAMYMQGHXHBBOG-AWEZNQCLSA-N

Alternative Forms

  1. Parent:

    ALA4780009

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Associated Targets(Human)

CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-SB (186 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT4 (17854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
G-361 (890 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Calf thymus DNA (4845 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 420.43Molecular Weight (Monoisotopic): 420.1434AlogP: 2.15#Rotatable Bonds: 7
Polar Surface Area: 148.41Molecular Species: ZWITTERIONHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 1.82CX Basic pKa: 9.53CX LogP: -1.09CX LogD: -1.10
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.23Np 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