3-(4-(2-(4-(2-hydroxy-3-methoxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol

ID: ALA1773149

PubChem CID: 52937575

Max Phase: Preclinical

Molecular Formula: C22H30O6

Molecular Weight: 390.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(O)COc1ccc(C(C)(C)c2ccc(OCC(O)CO)cc2)cc1

Standard InChI:  InChI=1S/C22H30O6/c1-22(2,16-4-8-20(9-5-16)27-14-18(24)12-23)17-6-10-21(11-7-17)28-15-19(25)13-26-3/h4-11,18-19,23-25H,12-15H2,1-3H3

Standard InChI Key:  GCLSCNOGXASPBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.1792  -19.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8936  -20.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6095  -19.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6067  -18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8919  -18.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3198  -18.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0357  -18.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0342  -19.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7491  -20.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4632  -19.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4577  -18.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7422  -18.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7344  -17.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8980  -17.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4644  -20.0744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1796  -20.0537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4637  -20.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1778  -21.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1771  -22.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8926  -20.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4622  -22.5494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7481  -22.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1835  -20.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4710  -21.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4748  -22.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7545  -20.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1913  -22.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  7 14  1  0
  5  7  1  0
  7 15  1  0
  3  4  2  0
  2 16  1  0
  7  8  1  0
 11 17  1  0
 16 18  1  0
  8  9  2  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 19 21  1  0
  2  3  1  0
 20 22  1  0
 10 11  2  0
 22 23  1  0
  5  6  2  0
 17 24  1  0
 11 12  1  0
 24 25  1  0
  6  1  1  0
 25 26  1  0
 12 13  2  0
 25 27  1  0
 13  8  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1773149

   3-(4-(2-(4-(2-Hydroxy-3-methoxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol

Molecule Features

Natural Product: Yes

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: 390.48

Molecular Weight (Monoisotopic): 390.2042

AlogP: 2.13

#Rotatable Bonds: 11

Polar Surface Area: 88.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: 0.03

References

1. Zhang C, Ondeyka J, Herath K, Jayasuriya H, Guan Z, Zink DL, Dietrich L, Burgess B, Ha SN, Wang J, Singh SB..  (2011)  Platensimycin and platencin congeners from Streptomyces platensis.,  74  (3): [PMID:21214253] [10.1021/np100635f]

Source

Source(1):

• Scientific Literature