1-Adamantan-1-yl-3-[5-(7-methoxy-1,2,3,4-tetrahydro-acridin-9-ylamino)-pentyl]-thiourea

ID: ALA4469066

PubChem CID: 155533705

Max Phase: Preclinical

Molecular Formula: C30H42N4OS

Molecular Weight: 506.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3c(c(NCCCCCNC(=S)NC45CC6CC(CC(C6)C4)C5)c2c1)CCCC3

Standard InChI:  InChI=1S/C30H42N4OS/c1-35-23-9-10-27-25(16-23)28(24-7-3-4-8-26(24)33-27)31-11-5-2-6-12-32-29(36)34-30-17-20-13-21(18-30)15-22(14-20)19-30/h9-10,16,20-22H,2-8,11-15,17-19H2,1H3,(H,31,33)(H2,32,34,36)

Standard InChI Key:  DANIUTWEXULISV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.1409   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6060   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8755   -0.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6993   -2.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1644   -2.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8755   -2.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4298   -1.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1409   -1.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4298   -3.1532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7179   -3.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7179   -4.3872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0061   -3.1532    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0061   -4.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0061   -5.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2943   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5824   -8.0811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8706   -8.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4529   -9.3102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8740   -9.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1695   -9.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1719  -10.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8780  -10.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5873  -10.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5815   -9.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4533   -8.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1631   -8.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1660   -7.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4609   -6.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7511   -7.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7465   -8.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3020  -10.9328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3076  -11.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  6  1  0
  4  8  1  0
  5  1  1  0
  6  1  1  0
  7  3  1  0
  8  1  1  0
  9  4  1  0
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  9  2  1  0
 10  3  1  0
  7  2  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 30  2  0
 29 22  2  0
 22 24  1  0
 23 21  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 23  2  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 27 35  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4469066

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 506.76

Molecular Weight (Monoisotopic): 506.3079

AlogP: 6.14

#Rotatable Bonds: 9

Polar Surface Area: 58.21

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.92

CX LogP: 5.69

CX LogD: 4.33

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -0.89

References

1. Pérez-Areales FJ, Turcu AL, Barniol-Xicota M, Pont C, Pivetta D, Espargaró A, Bartolini M, De Simone A, Andrisano V, Pérez B, Sabate R, Sureda FX, Vázquez S, Muñoz-Torrero D..  (2019)  A novel class of multitarget anti-Alzheimer benzohomoadamantane‒chlorotacrine hybrids modulating cholinesterases and glutamate NMDA receptors.,  180  [PMID:31351393] [10.1016/j.ejmech.2019.07.051]

Source

Source(1):

• Scientific Literature