1,5-bis((S)-1-(chloromethyl)-5-hydroxy-1H-benzo[e]indol-3(2H)-yl)pentane-1,5-dione

ID: ALA4465918

Chembl Id: CHEMBL4465918

PubChem CID: 49818230

Max Phase: Preclinical

Molecular Formula: C31H28Cl2N2O4

Molecular Weight: 563.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCC(=O)N1C[C@@H](CCl)c2c1cc(O)c1ccccc21)N1C[C@@H](CCl)c2c1cc(O)c1ccccc21

Standard InChI:  InChI=1S/C31H28Cl2N2O4/c32-14-18-16-34(24-12-26(36)20-6-1-3-8-22(20)30(18)24)28(38)10-5-11-29(39)35-17-19(15-33)31-23-9-4-2-7-21(23)27(37)13-25(31)35/h1-4,6-9,12-13,18-19,36-37H,5,10-11,14-17H2/t18-,19-/m1/s1

Standard InChI Key:  PHWPEULWFLWFAR-RTBURBONSA-N

Alternative Forms

1. Parent:

   

   ALA4465918

   1,5-bis[(1S)-1-(chloromethyl)-5-hydroxy-1,2-dihydrobenzo[e]indol-3-yl]pentane-1,5-dione

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: 563.48

Molecular Weight (Monoisotopic): 562.1426

AlogP: 6.61

#Rotatable Bonds: 6

Polar Surface Area: 81.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.47

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: 0.02

References

1. De Ford C, Penchalaiah K, Kreft A, Humar M, Heydenreuter W, Kangani M, Sieber SA, Tietze LF, Merfort I..  (2019)  Bifunctional Duocarmycin Analogues as Inhibitors of Protein Tyrosine Kinases.,  82  (1): [PMID:30620194] [10.1021/acs.jnatprod.8b00233]

Source

Source(1):

• Scientific Literature