(10Z,10'Z,11aS,11a'S)-8,8'-(propane-1,3-diylbis(oxy))bis(7-methoxy-2-phenyl-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5(11aH)-one)

ID: ALA4214485

Chembl Id: CHEMBL4214485

PubChem CID: 132022656

Max Phase: Preclinical

Molecular Formula: C41H36N4O6

Molecular Weight: 680.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCCCOc1cc3c(cc1OC)C(=O)N1C=C(c4ccccc4)C[C@H]1C=N3)N=C[C@@H]1CC(c3ccccc3)=CN1C2=O

Standard InChI:  InChI=1S/C41H36N4O6/c1-48-36-18-32-34(42-22-30-16-28(24-44(30)40(32)46)26-10-5-3-6-11-26)20-38(36)50-14-9-15-51-39-21-35-33(19-37(39)49-2)41(47)45-25-29(17-31(45)23-43-35)27-12-7-4-8-13-27/h3-8,10-13,18-25,30-31H,9,14-17H2,1-2H3/t30-,31-/m0/s1

Standard InChI Key:  PIURGPKUGLSZOC-CONSDPRKSA-N

Alternative Forms

1. Parent:

   

   ALA4214485

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 680.76

Molecular Weight (Monoisotopic): 680.2635

AlogP: 7.49

#Rotatable Bonds: 10

Polar Surface Area: 102.26

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.42

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.16

Np Likeness Score: 0.20

References

1. Donnell AF, Zhang Y, Stang EM, Wei DD, Tebben AJ, Perez HL, Schroeder GM, Pan C, Rao C, Borzilleri RM, Vite GD, Gangwar S..  (2017)  Macrocyclic pyrrolobenzodiazepine dimers as antibody-drug conjugate payloads.,  27  (23): [PMID:29102228] [10.1016/j.bmcl.2017.10.028]

Source

Source(1):

• Scientific Literature