N-Feruloyl-N'-cis-feruloylputrescine

ID: ALA4751258

PubChem CID: 102476222

Max Phase: Preclinical

Molecular Formula: C24H28N2O6

Molecular Weight: 440.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C\C(=O)NCCCCNC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C24H28N2O6/c1-31-21-15-17(5-9-19(21)27)7-11-23(29)25-13-3-4-14-26-24(30)12-8-18-6-10-20(28)22(16-18)32-2/h5-12,15-16,27-28H,3-4,13-14H2,1-2H3,(H,25,29)(H,26,30)/b11-7-,12-8+

Standard InChI Key:  CHEMZHJQHCVLFI-NTLHZVPKSA-N

Molfile:  

 
     RDKit          2D

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    2.7807  -21.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4912  -19.5618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044  -19.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270  -22.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3559  -22.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0698  -21.6219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3552  -20.7903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7854  -21.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7841  -20.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4999  -20.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4990  -19.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7834  -19.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0672  -19.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0716  -20.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3506  -19.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3465  -18.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7810  -18.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 30 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751258

   (Z)-3-(4-hydroxy-3-methoxyphenyl)-N-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]prop-2-enamide

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: 440.50

Molecular Weight (Monoisotopic): 440.1947

AlogP: 2.85

#Rotatable Bonds: 11

Polar Surface Area: 117.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.59

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: 0.15

References

1. Roulier B,Pérès B,Haudecoeur R.  (2020)  Advances in the Design of Genuine Human Tyrosinase Inhibitors for Targeting Melanogenesis and Related Pigmentations.,  63  (22.0): [PMID:32787103] [10.1021/acs.jmedchem.0c00994]

Source

Source(1):

• Scientific Literature