N-retinyl-N-retinylidene ethanolamine

ID: ALA2074656

Cas Number: 653573-74-1

PubChem CID: 70695226

Max Phase: Preclinical

Molecular Formula: C42H58ClNO

Molecular Weight: 592.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(/C=C/C(C)=C/C=C/C(C)=C/c2cc(/C=C/C=C(C)/C=C/C3=C(C)CCCC3(C)C)cc[n+]2CCO)C(C)(C)CCC1.[Cl-]

Standard InChI:  InChI=1S/C42H58NO.ClH/c1-32(20-22-39-35(4)17-12-25-41(39,6)7)14-10-16-34(3)30-38-31-37(24-27-43(38)28-29-44)19-11-15-33(2)21-23-40-36(5)18-13-26-42(40,8)9;/h10-11,14-16,19-24,27,30-31,44H,12-13,17-18,25-26,28-29H2,1-9H3;1H/q+1;/p-1/b16-10+,19-11+,22-20+,23-21+,32-14+,33-15+,34-30+;

Standard InChI Key:  CQPMPGJOKFUPJS-KFKWWMHDSA-M

Molfile:  

     RDKit          2D

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    0.0293    6.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4418    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3326    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6181    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056    1.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0306    1.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1892   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
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  6  7  2  0
  7  2  1  0
  3  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
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 15 16  1  0
 20 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 16 23  1  0
  7 24  1  0
  6 25  1  0
 25 26  1  0
 26 27  1  0
 24 28  2  0
 28 29  1  0
 28 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 34 36  2  0
 36 37  1  0
 37 38  2  0
 42 37  1  0
 38 39  1  0
 39 40  1  0
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 41 42  1  0
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 42 44  1  0
 38 45  1  0
M  CHG  2   1  -1   6   1
M  END

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: 592.93

Molecular Weight (Monoisotopic): 592.4513

AlogP: 11.00

#Rotatable Bonds: 11

Polar Surface Area: 24.11

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.20

Np Likeness Score: 1.07

References

1. Gao B, Wenzel A, Grimm C, Vavricka SR, Benke D, Meier PJ, Remè CE..  (2002)  Localization of organic anion transport protein 2 in the apical region of rat retinal pigment epithelium.,  43  (1): [PMID:11818398]

Source

Source(1):

• TP-search Transporter Database