(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl 2,6-bis((2-mercaptoethylamino)methyl)pyridin-4-ylcarbamate

ID: ALA4076225

Chembl Id: CHEMBL4076225

PubChem CID: 102224210

Max Phase: Preclinical

Molecular Formula: C27H44N4O2S2

Molecular Weight: 520.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/CC/C(C)=C/COC(=O)Nc1cc(CNCCS)nc(CNCCS)c1

Standard InChI:  InChI=1S/C27H44N4O2S2/c1-21(2)7-5-8-22(3)9-6-10-23(4)11-14-33-27(32)31-24-17-25(19-28-12-15-34)30-26(18-24)20-29-13-16-35/h7,9,11,17-18,28-29,34-35H,5-6,8,10,12-16,19-20H2,1-4H3,(H,30,31,32)/b22-9+,23-11+

Standard InChI Key:  NULBVZOFKZYNHM-PWHNHFILSA-N

Alternative Forms

1. Parent:

   

   ALA4076225

   [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] N-[2,6-bis[(2-sulfanylethylamino)methyl]pyridin-4-yl]carbamate

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: 520.81

Molecular Weight (Monoisotopic): 520.2906

AlogP: 6.09

#Rotatable Bonds: 17

Polar Surface Area: 75.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.79

CX Basic pKa: 8.39

CX LogP: 5.22

CX LogD: 3.86

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.10

Np Likeness Score: 0.29

References

1. Tanaka A, Radwan MO, Hamasaki A, Ejima A, Obata E, Koga R, Tateishi H, Okamoto Y, Fujita M, Nakao M, Umezawa K, Tamanoi F, Otsuka M..  (2017)  A novel inhibitor of farnesyltransferase with a zinc site recognition moiety and a farnesyl group.,  27  (16): [PMID:28666734] [10.1016/j.bmcl.2017.06.047]

2. Radwan MO, Koga R, Hida T, Ejima T, Kanemaru Y, Tateishi H, Okamoto Y, Inoue JI, Fujita M, Otsuka M..  (2019)  Minimum structural requirements for inhibitors of the zinc finger protein TRAF6.,  29  (16): [PMID:31272791] [10.1016/j.bmcl.2019.06.050]

Source

Source(1):

• Scientific Literature