(S)-N-(2,3-dihydrobenzofuran-5-yl)-4-(7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)butanamide

ID: ALA4443022

Chembl Id: CHEMBL4443022

PubChem CID: 155516182

Max Phase: Preclinical

Molecular Formula: C25H27N3O5

Molecular Weight: 449.51

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCCCC(=O)Nc1ccc3c(c1)CCO3)N=C[C@@H]1CCCN1C2=O

Standard InChI:  InChI=1S/C25H27N3O5/c1-31-22-13-19-20(26-15-18-4-2-9-28(18)25(19)30)14-23(22)32-10-3-5-24(29)27-17-6-7-21-16(12-17)8-11-33-21/h6-7,12-15,18H,2-5,8-11H2,1H3,(H,27,29)/t18-/m0/s1

Standard InChI Key:  HCRFHEZKZAPTGD-SFHVURJKSA-N

Alternative Forms

  1. Parent:

    ALA4443022

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Associated Targets(Human)

JJN-3 (67 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: 449.51Molecular Weight (Monoisotopic): 449.1951AlogP: 3.75#Rotatable Bonds: 7
Polar Surface Area: 89.46Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 4.06CX LogP: 2.40CX LogD: 2.40
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.65Np Likeness Score: -0.52

References

1. Corcoran DB, Lewis T, Nahar KS, Jamshidi S, Fegan C, Pepper C, Thurston DE, Rahman KM..  (2019)  Effects of Systematic Shortening of Noncovalent C8 Side Chain on the Cytotoxicity and NF-κB Inhibitory Capacity of Pyrrolobenzodiazepines (PBDs).,  62  (4): [PMID:30688457] [10.1021/acs.jmedchem.8b01849]

Source