2-Amino-N-(3-methoxy-9-(3,4,5-trimethoxyphenyl)-6,7-dihydro-5H-benzo[7]annulen-4-yl)acetamide hydrochloride

ID: ALA3765312

Chembl Id: CHEMBL3765312

PubChem CID: 127025631

Max Phase: Preclinical

Molecular Formula: C23H29ClN2O5

Molecular Weight: 412.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1NC(=O)CN)CCCC=C2c1cc(OC)c(OC)c(OC)c1.Cl

Standard InChI:  InChI=1S/C23H28N2O5.ClH/c1-27-18-10-9-16-15(7-5-6-8-17(16)22(18)25-21(26)13-24)14-11-19(28-2)23(30-4)20(12-14)29-3;/h7,9-12H,5-6,8,13,24H2,1-4H3,(H,25,26);1H

Standard InChI Key:  PGUXJLZHXRQFTG-UHFFFAOYSA-N

Associated Targets(Human)

NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Leucine aminopeptidase (62 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 412.49Molecular Weight (Monoisotopic): 412.1998AlogP: 3.39#Rotatable Bonds: 7
Polar Surface Area: 92.04Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 11.99CX Basic pKa: 7.98CX LogP: 2.71CX LogD: 2.03
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.72Np Likeness Score: 0.20

References

1. Devkota L, Lin CM, Strecker TE, Wang Y, Tidmore JK, Chen Z, Guddneppanavar R, Jelinek CJ, Lopez R, Liu L, Hamel E, Mason RP, Chaplin DJ, Trawick ML, Pinney KG..  (2016)  Design, synthesis, and biological evaluation of water-soluble amino acid prodrug conjugates derived from combretastatin, dihydronaphthalene, and benzosuberene-based parent vascular disrupting agents.,  24  (5): [PMID:26852340] [10.1016/j.bmc.2016.01.007]

Source