3-{[5-({4-[4-((S)-8-Methoxy-6-oxo-12a,13-dihydro-6H-benzo[5,6][1,4]diazepino[1,2-a]indol-9-yloxy)-butyrylamino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-benzo[b]thiophene-2-carbonyl]-amino}-propionic acid methyl ester

ID: ALA4464612

PubChem CID: 155429538

Max Phase: Preclinical

Molecular Formula: C39H37N7O8S

Molecular Weight: 763.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CCNC(=O)c1cc2cc(NC(=O)c3nc(NC(=O)CCCOc4cc5c(cc4OC)C(=O)N4c6ccccc6C[C@H]4C=N5)cn3C)ccc2s1

Standard InChI:  InChI=1S/C39H37N7O8S/c1-45-21-33(44-36(45)38(50)42-24-10-11-31-23(15-24)17-32(55-31)37(49)40-13-12-35(48)53-3)43-34(47)9-6-14-54-30-19-27-26(18-29(30)52-2)39(51)46-25(20-41-27)16-22-7-4-5-8-28(22)46/h4-5,7-8,10-11,15,17-21,25H,6,9,12-14,16H2,1-3H3,(H,40,49)(H,42,50)(H,43,47)/t25-/m0/s1

Standard InChI Key:  ZZNMUDGNQNHBSQ-VWLOTQADSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4464612

   ---

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: 763.83

Molecular Weight (Monoisotopic): 763.2424

AlogP: 5.27

#Rotatable Bonds: 13

Polar Surface Area: 182.55

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.39

CX Basic pKa: 3.77

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 5

Heavy Atoms: 55

QED Weighted: 0.11

Np Likeness Score: -0.94

References

1. Reid EE, Archer KE, Shizuka M, McShea MA, Maloney EK, Ab O, Lanieri L, Wilhelm A, Ponte JF, Yoder NC, Chari RVJ, Miller ML..  (2019)  Design, synthesis and evaluation of novel, potent DNA alkylating agents and their antibody-drug conjugates (ADCs).,  29  (17): [PMID:31350125] [10.1016/j.bmcl.2019.07.031]

Source

Source(1):

• Scientific Literature