(S)-2-(((R)-2,3-dimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinolin-6-yl)oxy)ethyl 2-amino-4-methylpentanoate

ID: ALA4764197

PubChem CID: 162662357

Max Phase: Preclinical

Molecular Formula: C30H38N2O5

Molecular Weight: 506.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c3c(c4ccc(OCCOC(=O)[C@@H](N)CC(C)C)cc4c2cc1OC)CN1CCC[C@@H]1C3

Standard InChI:  InChI=1S/C30H38N2O5/c1-18(2)12-27(31)30(33)37-11-10-36-20-7-8-21-23(14-20)25-16-29(35-4)28(34-3)15-24(25)22-13-19-6-5-9-32(19)17-26(21)22/h7-8,14-16,18-19,27H,5-6,9-13,17,31H2,1-4H3/t19-,27+/m1/s1

Standard InChI Key:  GWHJULGEOMSTFL-WINIVTDRSA-N

Molfile:  

 
     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
   42.4719   -2.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4707   -3.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8898   -2.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1811   -2.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8926   -3.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1821   -3.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8888   -5.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1845   -4.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4725   -5.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4678   -6.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1809   -6.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8858   -6.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6021   -3.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6029   -4.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3071   -5.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3056   -3.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0143   -3.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0179   -4.7813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.7951   -5.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.2736   -4.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7894   -3.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1787   -1.5020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.8852   -1.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7600   -2.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7598   -1.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7543   -6.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.0062   -3.1449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   41.0493   -6.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3389   -6.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6339   -5.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9235   -6.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2185   -5.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9183   -7.2180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2238   -5.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5082   -6.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9341   -4.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9394   -3.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6392   -5.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  5  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  8  2  0
  7 14  2  0
 13  5  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 13 14  1  0
 13 16  1  0
 14 15  1  0
 15 18  1  0
 17 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
  4 22  1  0
 22 23  1  0
  1 24  1  0
 24 25  1  0
 10 26  1  0
 17 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 32 35  1  1
 34 36  1  0
 36 37  1  0
 36 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764197

   ---

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: 506.64

Molecular Weight (Monoisotopic): 506.2781

AlogP: 4.83

#Rotatable Bonds: 9

Polar Surface Area: 83.25

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.04

CX LogP: 4.58

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: 0.24

References

1. Han G,Qing L,Wu M,Wang Y,Liu Y,Liu X,Wang Z,Ding J,Meng LH,Wang Q.  (2019)  Design, synthesis, and biological activity evaluation of (-)-6-O-desmethylantofine analogues as potent anti-cancer agents.,  27  (14.0): [PMID:31171403] [10.1016/j.bmc.2019.05.030]

Source

Source(1):

• Scientific Literature