SID144097032

ID: ALA3184030

PubChem CID: 60159071

Max Phase: Preclinical

Molecular Formula: C27H34N4O5

Molecular Weight: 494.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)Nc1ccc2c(c1)C(=O)N(C)[C@H]1CC[C@H](CC(=O)N[C@H](C)c3ccccc3)O[C@@H]1CO2

Standard InChI:  InChI=1S/C27H34N4O5/c1-4-28-27(34)30-19-10-13-23-21(14-19)26(33)31(3)22-12-11-20(36-24(22)16-35-23)15-25(32)29-17(2)18-8-6-5-7-9-18/h5-10,13-14,17,20,22,24H,4,11-12,15-16H2,1-3H3,(H,29,32)(H2,28,30,34)/t17-,20-,22+,24-/m1/s1

Standard InChI Key:  YBRLGVDHYMUGPQ-SESZIYJCSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  1  0  0  0  0  0999 V2000
   -0.7488    1.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    1.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2080   -2.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6557    3.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6373   -3.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -1.8040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6864   -1.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9946    3.7474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9753   -3.7810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -0.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -0.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7488   -1.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3908    0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -2.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6913    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6940    2.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6795   -3.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9973    5.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2979    5.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3028    7.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5947    5.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9590    5.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9683   -5.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043    8.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8961    5.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9009    7.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0044   -5.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  1 16  1  0
  2 13  1  0
  2 18  1  0
  3 12  2  0
  4 25  2  0
  5 26  2  0
  6 11  1  0
  6 12  1  0
  6 23  1  0
  7 19  1  0
  7 26  1  0
  8 25  1  0
  8 27  1  0
  9 26  1  0
  9 32  1  0
 10 12  1  0
 10 14  1  0
 10 15  2  0
 11 13  1  0
 11 17  1  6
 13 16  1  1
 14 20  2  0
 15 19  1  0
 17 21  1  0
 18 21  1  0
 18 24  1  1
 19 22  2  0
 20 22  1  0
 24 25  1  0
 27 28  1  0
 27 31  1  6
 28 29  2  0
 28 30  1  0
 29 33  1  0
 30 34  2  0
 32 36  1  0
 33 35  2  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3184030

   2-[(2R,4aS,12aS)-8-(ethylcarbamoylamino)-5-methyl-6-oxidanylidene-2,3,4,4a,12,12a-hexahydropyrano[2,3-c][1,5]benzoxazocin-2-yl]-N-[(1R)-1-phenylethyl]ethanamide

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: 494.59

Molecular Weight (Monoisotopic): 494.2529

AlogP: 3.48

#Rotatable Bonds: 6

Polar Surface Area: 109.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.57

Np Likeness Score: -0.71

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays