1,1'-(hexane-1,6-diyl)bis(3-(adamantan-1-yl)thiourea)

ID: ALA4128756

PubChem CID: 145955168

Max Phase: Preclinical

Molecular Formula: C28H46N4S2

Molecular Weight: 502.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(NCCCCCCNC(=S)NC12CC3CC(CC(C3)C1)C2)NC12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C28H46N4S2/c33-25(31-27-13-19-7-20(14-27)9-21(8-19)15-27)29-5-3-1-2-4-6-30-26(34)32-28-16-22-10-23(17-28)12-24(11-22)18-28/h19-24H,1-18H2,(H2,29,31,33)(H2,30,32,34)

Standard InChI Key:  SONOIFBDDFSBMQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
   28.4061  -18.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4793  -18.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2596  -19.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6623  -19.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5283  -19.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7462  -19.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0758  -18.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2168  -18.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8517  -18.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0075  -19.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9334  -18.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5685  -18.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7302  -18.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2732  -18.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4840  -18.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0180  -18.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7275  -17.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2788  -17.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5641  -17.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0280  -17.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7223  -18.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4301  -18.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1377  -18.5853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4303  -17.3593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.8455  -18.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5532  -18.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2610  -18.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9686  -18.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6764  -18.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3840  -18.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0918  -18.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7994  -18.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5072  -18.1783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7992  -19.4039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  2  9  1  0
 10  8  1  0
  4 10  1  0
 11 12  1  0
 11 13  1  0
 12 14  1  0
 13 15  1  0
 14 16  1  0
 15 16  1  0
 17 18  1  0
 13 17  1  0
 12 19  1  0
 16 20  1  0
 20 18  1  0
 18 19  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 33  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4128756

   ---

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: 502.84

Molecular Weight (Monoisotopic): 502.3164

AlogP: 5.41

#Rotatable Bonds: 9

Polar Surface Area: 48.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.87

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -0.49

References

1. Burmistrov V, Morisseau C, Pitushkin D, Karlov D, Fayzullin RR, Butov GM, Hammock BD..  (2018)  Adamantyl thioureas as soluble epoxide hydrolase inhibitors.,  28  (13): [PMID:29803731] [10.1016/j.bmcl.2018.05.024]

Source

Source(1):

• Scientific Literature