N-((5'-methoxy-1'-methyl-2'-oxospiro[cyclopropane-1,3'-indoline]-2-yl)methyl)acetamide

ID: ALA4076136

PubChem CID: 137649044

Max Phase: Preclinical

Molecular Formula: C15H18N2O3

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C1(CC1CNC(C)=O)C(=O)N2C

Standard InChI:  InChI=1S/C15H18N2O3/c1-9(18)16-8-10-7-15(10)12-6-11(20-3)4-5-13(12)17(2)14(15)19/h4-6,10H,7-8H2,1-3H3,(H,16,18)

Standard InChI Key:  LUNWUHNKUBTAEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   18.9935  -10.4378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2093   -9.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4764   -9.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2135  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4953   -8.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5036  -10.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7978   -9.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7896  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0336   -8.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2935   -9.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0952   -8.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3867   -9.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2520  -11.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2823   -7.3729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0808   -7.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3296   -6.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6306   -7.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9894   -9.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2370   -8.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4377   -8.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
 18  3  1  0
  4  1  1  0
  5  2  2  0
  6  4  2  0
  7  8  2  0
  8  6  1  0
  9 19  1  0
 18  2  1  0
  5  7  1  0
  3 10  2  0
 11 12  1  0
  7 11  1  0
  1 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 19 18  1  0
 20 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4076136

   ---

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: 274.32

Molecular Weight (Monoisotopic): 274.1317

AlogP: 1.07

#Rotatable Bonds: 3

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.05

CX LogD: 0.05

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.90

Np Likeness Score: 0.13

References

1. Zaryanova EV, Lozinskaya NA, Beznos OV, Volkova MS, Chesnokova NB, Zefirov NS..  (2017)  Oxindole-based intraocular pressure reducing agents.,  27  (16): [PMID:28687205] [10.1016/j.bmcl.2017.06.065]

Source

Source(1):

• Scientific Literature