[1,4']Bipiperidinyl-1'-carboxylic acid (S)-4,11-diethyl-4-hydroxy-3,13-dioxo-3,4,5,5a,12,13-hexahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yl ester

ID: ALA456454

PubChem CID: 44561565

Max Phase: Preclinical

Molecular Formula: C33H40N4O6

Molecular Weight: 588.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c2c(nc3ccc(OC(=O)N4CCC(N5CCCCC5)CC4)cc13)C1CC3=C(COC(=O)[C@]3(O)CC)C(=O)N1C2

Standard InChI:  InChI=1S/C33H40N4O6/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2/h8-9,16,20,28,41H,3-7,10-15,17-19H2,1-2H3/t28?,33-/m0/s1

Standard InChI Key:  SQTUXIMHCVISOF-OVUYURIWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA456454

   [(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4(9),5,7,10,15(20)-hexaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate

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: 588.71

Molecular Weight (Monoisotopic): 588.2948

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 112.51

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.76

CX Basic pKa: 9.47

CX LogP: 2.96

CX LogD: 0.90

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.53

Np Likeness Score: 0.09

References

1. Wang Y, Jiang J, Jiang X, Cai S, Han H, Li L, Tian Z, Jiang W, Zhang Z, Xiao Y, Wright SC, Larrick JW..  (2008)  Synthesis and antitumor activity evaluations of albumin-binding prodrugs of CC-1065 analog.,  16  (13): [PMID:18508273] [10.1016/j.bmc.2008.05.025]

Source

Source(1):

• Scientific Literature