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

ID: ALA4447342

Chembl Id: CHEMBL4447342

PubChem CID: 155519039

Max Phase: Preclinical

Molecular Formula: C21H29N3O4

Molecular Weight: 387.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)CCCOc1cc2c(cc1OC)C(=O)N1CCC[C@H]1C=N2

Standard InChI:  InChI=1S/C21H29N3O4/c1-3-4-9-22-20(25)8-6-11-28-19-13-17-16(12-18(19)27-2)21(26)24-10-5-7-15(24)14-23-17/h12-15H,3-11H2,1-2H3,(H,22,25)/t15-/m0/s1

Standard InChI Key:  LYMHZHTUKGEHMM-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4447342

   ---

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: 387.48

Molecular Weight (Monoisotopic): 387.2158

AlogP: 3.09

#Rotatable Bonds: 9

Polar Surface Area: 80.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.06

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -0.24

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

Source(1):

• Scientific Literature