(S)-2-Butylamino-N-(2-cycloheptyl-ethyl)-3-(1H-indol-3-yl)-propionamide

ID: ALA4790886

PubChem CID: 138753256

Max Phase: Preclinical

Molecular Formula: C24H37N3O

Molecular Weight: 383.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCC1CCCCCC1

Standard InChI:  InChI=1S/C24H37N3O/c1-2-3-15-25-23(17-20-18-27-22-13-9-8-12-21(20)22)24(28)26-16-14-19-10-6-4-5-7-11-19/h8-9,12-13,18-19,23,25,27H,2-7,10-11,14-17H2,1H3,(H,26,28)/t23-/m0/s1

Standard InChI Key:  LDOSYPMIOHKIEJ-QHCPKHFHSA-N

Molfile:  

 
     RDKit          2D

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   17.5784  -13.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0000  -12.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1708  -11.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3652  -14.1632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3699  -13.1627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9441  -13.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7356  -13.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3140  -14.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2704  -11.7444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6071  -12.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9480  -11.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1985  -10.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7899  -10.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1985   -9.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0157   -9.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4243  -10.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0157  -10.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2228  -13.0480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0520  -13.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2789  -14.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1082  -14.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3309  -15.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400  -14.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814  -15.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0922  -13.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7727  -14.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8479  -15.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2790  -15.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  1  4  2  0
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  6  7  1  0
  7  8  1  0
  5  6  1  0
  9 10  1  0
 10 11  2  0
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 15 16  2  0
 16 17  1  0
  9 17  1  0
 12 17  2  0
  3 11  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 19  1  0
  2 18  1  0
  8 23  1  0
 23 24  1  0
  8 25  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790886

   ---

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: 383.58

Molecular Weight (Monoisotopic): 383.2937

AlogP: 4.95

#Rotatable Bonds: 10

Polar Surface Area: 56.92

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.06

CX LogP: 5.28

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: -0.33

References

1. Meden A,Knez D,Malikowska-Racia N,Brazzolotto X,Nachon F,Svete J,Sałat K,Grošelj U,Gobec S.  (2020)  Structure-activity relationship study of tryptophan-based butyrylcholinesterase inhibitors.,  208  [PMID:32919297] [10.1016/j.ejmech.2020.112766]

Source

Source(1):

• Scientific Literature