1,1'-(butane-1,4-diyl)bis(3-(adamantan-1-yl)thiourea)

ID: ALA4127510

PubChem CID: 145963401

Max Phase: Preclinical

Molecular Formula: C26H42N4S2

Molecular Weight: 474.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H42N4S2/c31-23(29-25-11-17-5-18(12-25)7-19(6-17)13-25)27-3-1-2-4-28-24(32)30-26-14-20-8-21(15-26)10-22(9-20)16-26/h17-22H,1-16H2,(H2,27,29,31)(H2,28,30,32)

Standard InChI Key:  BRDDRYSQCPAUGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 37  0  0  0  0  0  0  0  0999 V2000
   46.6980  -14.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7712  -14.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5515  -14.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9541  -15.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8202  -15.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0380  -14.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3677  -14.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5087  -14.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1436  -13.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2994  -14.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6450  -14.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2802  -13.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4418  -14.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9848  -13.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1957  -14.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7297  -13.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4392  -13.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9905  -12.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2758  -12.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7396  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4340  -14.0697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1418  -13.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8494  -14.0701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1420  -12.8441    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.5572  -13.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2648  -14.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9726  -13.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6802  -14.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3880  -13.6624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0956  -14.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8034  -13.6627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0954  -14.8883    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
 30 32  2  0
 31  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4127510

   ---

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: 474.78

Molecular Weight (Monoisotopic): 474.2851

AlogP: 4.63

#Rotatable Bonds: 7

Polar Surface Area: 48.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.87

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: -0.55

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