1,1'-(pentane-1,5-diyl)bis(3-(adamantan-1-yl)thiourea)

ID: ALA4127364

PubChem CID: 131972553

Max Phase: Preclinical

Molecular Formula: C27H44N4S2

Molecular Weight: 488.81

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H44N4S2/c32-24(30-26-12-18-6-19(13-26)8-20(7-18)14-26)28-4-2-1-3-5-29-25(33)31-27-15-21-9-22(16-27)11-23(10-21)17-27/h18-23H,1-17H2,(H2,28,30,32)(H2,29,31,33)

Standard InChI Key:  AQQHNITXTAOJBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 38  0  0  0  0  0  0  0  0999 V2000
   13.4396  -18.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8045  -17.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0998  -18.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3549  -18.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8890  -18.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6428  -18.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6454  -17.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0941  -16.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8089  -17.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3450  -17.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7811  -18.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4163  -17.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5779  -18.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209  -18.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318  -18.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8658  -18.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753  -17.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266  -16.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118  -17.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757  -17.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701  -18.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779  -18.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9855  -18.4449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2781  -17.2190    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933  -18.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4009  -18.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087  -18.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163  -18.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5241  -18.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2317  -18.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9395  -18.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6471  -18.4463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9397  -17.2204    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
 31 33  2  0
 32  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4127364

   ---

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: 488.81

Molecular Weight (Monoisotopic): 488.3007

AlogP: 5.02

#Rotatable Bonds: 8

Polar Surface Area: 48.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.87

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: -0.51

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