2-(4-methylphenyl)-1-methyl-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

ID: ALA3818673

PubChem CID: 59485037

Max Phase: Preclinical

Molecular Formula: C24H32N2O

Molecular Weight: 364.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N2CCN(c3c(C)c(C)c4c(c3C)CC(C)(C)O4)CC2)cc1

Standard InChI:  InChI=1S/C24H32N2O/c1-16-7-9-20(10-8-16)25-11-13-26(14-12-25)22-17(2)18(3)23-21(19(22)4)15-24(5,6)27-23/h7-10H,11-15H2,1-6H3

Standard InChI Key:  RYIBYVIRLMVBSK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7138   -1.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991    2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1658    1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1810   -1.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.4950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2151    1.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2185    2.9892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9211    3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6204    2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5198    3.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8185    2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1180    3.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1190    5.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8204    5.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5209    5.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1586    5.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  1  0
  3  5  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  6 10  1  0
  8 11  1  0
  9 12  1  0
  2 13  1  0
  2 14  1  0
  7 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3818673

   1-(4-methylphenyl)-4-(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)piperazine

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: 364.53

Molecular Weight (Monoisotopic): 364.2515

AlogP: 4.96

#Rotatable Bonds: 2

Polar Surface Area: 15.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.69

CX LogP: 6.45

CX LogD: 6.45

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.36

References

1. Wakabayashi T, Tokunaga N, Tokumaru K, Ohra T, Koyama N, Hayashi S, Yamada R, Shirasaki M, Inui Y, Tsukamoto T..  (2016)  Discovery of Benzofuran Derivatives that Collaborate with Insulin-Like Growth Factor 1 (IGF-1) to Promote Neuroprotection.,  59  (10): [PMID:27163512] [10.1021/acs.jmedchem.6b00191]

Source

Source(1):

• Scientific Literature