(S,S)-dimethyl 6-6'-[3,3'-(1,4-phenylene)diacroloyl]bis-[4-chloromethyl-8-hydroxy-2-trifluoromethyl-1,4,5,6-tetrahydropyrrolo[3,2-e]indole-3-carboxylate]

ID: ALA288082

Chembl Id: CHEMBL288082

PubChem CID: 6918342

Max Phase: Preclinical

Molecular Formula: C40H30Cl2F6N4O8

Molecular Weight: 879.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(C(F)(F)F)[nH]c2c(O)cc3c(c12)[C@H](CCl)CN3C(=O)/C=C/c1ccc(/C=C/C(=O)N2C[C@@H](CCl)c3c2cc(O)c2[nH]c(C(F)(F)F)c(C(=O)OC)c32)cc1

Standard InChI:  InChI=1S/C40H30Cl2F6N4O8/c1-59-37(57)31-29-27-19(13-41)15-51(21(27)11-23(53)33(29)49-35(31)39(43,44)45)25(55)9-7-17-3-5-18(6-4-17)8-10-26(56)52-16-20(14-42)28-22(52)12-24(54)34-30(28)32(38(58)60-2)36(50-34)40(46,47)48/h3-12,19-20,49-50,53-54H,13-16H2,1-2H3/b9-7+,10-8+/t19-,20-/m1/s1

Standard InChI Key:  QKHVXANOABYUHL-VKTZZKDBSA-N

Alternative Forms

1. Parent:

   

   ALA288082

   methyl (8S)-8-(chloromethyl)-6-[(E)-3-[4-[(E)-3-[(8S)-8-(chloromethyl)-4-hydroxy-1-methoxycarbonyl-2-(trifluoromethyl)-7,8-dihydro-3H-pyrrolo[3,2-e]indol-6-yl]-3-oxoprop-1-enyl]phenyl]prop-2-enoyl]-4-hydroxy-2-(trifluoromethyl)-7,8-dihydro-3H-pyrrolo[3,2-

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: 879.59

Molecular Weight (Monoisotopic): 878.1345

AlogP: 8.44

#Rotatable Bonds: 8

Polar Surface Area: 165.26

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.22

CX Basic pKa: ┄

CX LogP: 6.82

CX LogD: 6.76

Aromatic Rings: 5

Heavy Atoms: 60

QED Weighted: 0.05

Np Likeness Score: 0.14

References

1. Fukuda Y, Seto S, Furuta H, Ebisu H, Oomori Y, Terashima S..  (2001)  Novel seco cyclopropa[c]pyrrolo[3,2-e]indole bisalkylators bearing a 3,3'-arylenebisacryloyl group as a linker.,  44  (9): [PMID:11311062] [10.1021/jm000107x]

Source

Source(1):

• Scientific Literature