(1R,1'R,2R,2'R)-2,2'-(4,4'-((1R,3S)-cyclopentane-1,3-diyl)bis(2-methoxy-4,1-phenylene))bis(oxy)bis(1-(3,4-dimethoxyphenyl)propan-1-ol)

ID: ALA4538400

PubChem CID: 71488794

Max Phase: Preclinical

Molecular Formula: C41H50O10

Molecular Weight: 702.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H](O)[C@@H](C)Oc2ccc([C@@H]3CC[C@H](c4ccc(O[C@H](C)[C@H](O)c5ccc(OC)c(OC)c5)c(OC)c4)C3)cc2OC)cc1OC

Standard InChI:  InChI=1S/C41H50O10/c1-24(40(42)30-13-15-32(44-3)36(22-30)46-5)50-34-17-11-28(20-38(34)48-7)26-9-10-27(19-26)29-12-18-35(39(21-29)49-8)51-25(2)41(43)31-14-16-33(45-4)37(23-31)47-6/h11-18,20-27,40-43H,9-10,19H2,1-8H3/t24-,25-,26-,27+,40+,41+/m1/s1

Standard InChI Key:  SMYXQTBTAVOYNV-OMLUMSACSA-N

Molfile:  

 
     RDKit          2D

 51 55  0  0  0  0  0  0  0  0999 V2000
   10.5451   -6.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2080   -6.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9537   -5.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1365   -5.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8821   -6.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9112   -6.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1707   -6.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4659   -6.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7550   -6.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7484   -7.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4587   -7.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667   -7.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9069   -7.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6092   -7.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3149   -7.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3138   -6.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6109   -6.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506   -6.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0571   -5.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0382   -7.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3330   -7.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6228   -7.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3381   -6.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9176   -7.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178   -8.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6072   -8.6836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8985   -9.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0223   -7.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7303   -7.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4378   -7.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7308   -6.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4373   -8.6884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1457   -7.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275   -6.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2232   -6.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5120   -6.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095   -7.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145   -7.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8519   -7.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5594   -7.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5603   -6.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8479   -6.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1433   -6.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2677   -6.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2666   -7.8763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2657   -8.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9757   -6.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008   -7.8320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -6.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -5.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0941   -7.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  2  3  1  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  2  6  1  6
  5  7  1  6
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  6 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  6  1  0
  9 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 22 24  1  0
 22 25  1  6
 14 26  1  0
 26 27  1  0
 15 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  6
 30 32  1  1
 30 33  1  0
 24 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 24  1  0
 33 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 33  1  0
 41 44  1  0
 40 45  1  0
 45 46  1  0
 44 47  1  0
 37 48  1  0
 36 49  1  0
 49 50  1  0
 48 51  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538400

   (1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(1R,3S)-3-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]cyclopentyl]-2-methoxyphenoxy]propan-1-ol

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: 702.84

Molecular Weight (Monoisotopic): 702.3404

AlogP: 7.79

#Rotatable Bonds: 16

Polar Surface Area: 114.30

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.13

CX Basic pKa: ┄

CX LogP: 6.82

CX LogD: 6.82

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.12

Np Likeness Score: 0.38

References

1. Tang W, Zhao G..  (2020)  Small molecules targeting HIF-1α pathway for cancer therapy in recent years.,  28  (2): [PMID:31843464] [10.1016/j.bmc.2019.115235]

Source

Source(1):

• Scientific Literature