2-(diisohexylamino)-1-(1,2,3,4-tetrahydrophenanthren-9-yl)ethanol

ID: ALA4558605

PubChem CID: 407573

Max Phase: Preclinical

Molecular Formula: C28H43NO

Molecular Weight: 409.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CCCN(CCCC(C)C)CC(O)c1cc2c(c3ccccc13)CCCC2

Standard InChI:  InChI=1S/C28H43NO/c1-21(2)11-9-17-29(18-10-12-22(3)4)20-28(30)27-19-23-13-5-6-14-24(23)25-15-7-8-16-26(25)27/h7-8,15-16,19,21-22,28,30H,5-6,9-14,17-18,20H2,1-4H3

Standard InChI Key:  CMRXWGIWQNOVPL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.3097  -13.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0215  -12.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7336  -13.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7336  -14.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0241  -14.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3097  -14.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5938  -14.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8778  -14.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8778  -13.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5938  -12.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0266  -15.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7372  -15.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4403  -15.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4377  -14.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4492  -12.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4492  -12.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1649  -11.6813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1649  -10.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4492  -10.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4492   -9.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7336   -9.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7336   -8.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0180   -9.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8764  -12.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5962  -11.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3077  -12.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0275  -11.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7390  -12.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0275  -10.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1649  -13.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  1 10  1  0
  5 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 14  1  0
  3 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 22  1  0
 21 23  1  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 15 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558605

   2-[Bis(4-methylpentyl)amino]-1-(1,2,3,4-tetrahydrophenanthren-9-yl)ethanol

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: 409.66

Molecular Weight (Monoisotopic): 409.3345

AlogP: 6.93

#Rotatable Bonds: 11

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.93

CX LogP: 7.84

CX LogD: 5.35

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -0.10

References

1. Bobrovs R, Jaudzems K, Jirgensons A..  (2019)  Exploiting Structural Dynamics To Design Open-Flap Inhibitors of Malarial Aspartic Proteases.,  62  (20): [PMID:31062983] [10.1021/acs.jmedchem.9b00184]

Source

Source(1):

• Scientific Literature