N(4)-Methylkopsininate

ID: ALA4250940

PubChem CID: 145983644

Max Phase: Preclinical

Molecular Formula: C21H26N2O2

Molecular Weight: 338.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]12CCC[C@]34CC[C@@]5(Nc6ccccc6[C@]5(CC1)[C@H]32)[C@H](C(=O)[O-])C4

Standard InChI:  InChI=1S/C21H26N2O2/c1-23-11-4-7-19-8-9-21(15(13-19)17(24)25)20(10-12-23,18(19)23)14-5-2-3-6-16(14)22-21/h2-3,5-6,15,18,22H,4,7-13H2,1H3/t15-,18-,19+,20+,21+,23?/m0/s1

Standard InChI Key:  WHGVBUUDZLTMQW-SRRBXEMYSA-N

Molfile:  

     RDKit          2D

 26 31  0  0  0  0  0  0  0  0999 V2000
   12.7682  -12.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7671  -12.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4751  -13.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4733  -11.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1820  -12.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868  -12.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9712  -13.1415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4521  -12.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2654  -12.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5962  -11.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9626  -11.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7978  -10.3987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9693  -10.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1477  -11.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2879  -11.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1039  -10.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4309  -10.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9458   -9.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1297   -9.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5844  -10.2108    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3727  -12.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0248  -11.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8024  -13.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0862   -9.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4153  -14.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6193  -13.6093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
 11  5  1  6
 11  8  1  0
  8  9  1  6
  9 10  1  0
 16 10  1  6
 11 15  1  0
 15 12  1  0
 12 13  1  0
 13 14  1  0
 14 11  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 12  1  0
 15 20  1  6
  8 21  1  0
 16 22  1  0
 21 22  1  0
 21 23  1  1
 12 24  1  0
 23 25  1  0
 23 26  2  0
M  CHG  2  12   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4250940

   ---

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: 338.45

Molecular Weight (Monoisotopic): 338.1994

AlogP: 1.65

#Rotatable Bonds: 1

Polar Surface Area: 52.16

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.48

CX Basic pKa: 3.20

CX LogP: -1.76

CX LogD: -1.25

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: 1.72

References

1. Zeng T, Wu XY, Yang SX, Lai WC, Shi SD, Zou Q, Liu Y, Li LM..  (2017)  Monoterpenoid Indole Alkaloids from Kopsia officinalis and the Immunosuppressive Activity of Rhazinilam.,  80  (4): [PMID:28218521] [10.1021/acs.jnatprod.6b00697]

Source

Source(1):

• Scientific Literature