(S)-methyl 4-(5-(4-(7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)butanamido)benzofuran-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate

ID: ALA4439902

Chembl Id: CHEMBL4439902

PubChem CID: 154659619

Max Phase: Preclinical

Molecular Formula: C33H33N5O8

Molecular Weight: 627.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(NC(=O)c2cc3cc(NC(=O)CCCOc4cc5c(cc4OC)C(=O)N4CCC[C@H]4C=N5)ccc3o2)cn1C

Standard InChI:  InChI=1S/C33H33N5O8/c1-37-18-21(14-25(37)33(42)44-3)36-31(40)29-13-19-12-20(8-9-26(19)46-29)35-30(39)7-5-11-45-28-16-24-23(15-27(28)43-2)32(41)38-10-4-6-22(38)17-34-24/h8-9,12-18,22H,4-7,10-11H2,1-3H3,(H,35,39)(H,36,40)/t22-/m0/s1

Standard InChI Key:  PKSZRAOIZNDWME-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA4439902

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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: 627.65

Molecular Weight (Monoisotopic): 627.2329

AlogP: 4.94

#Rotatable Bonds: 10

Polar Surface Area: 153.70

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.81

CX Basic pKa: 4.06

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: -0.68

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