Chrotacumine K

ID: ALA5289085

Max Phase: Preclinical

Molecular Formula: C18H21NO6

Molecular Weight: 347.37

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CN(C)CC[C@H]1c1c(O)cc(O)c2c(=O)cc(C)oc12

Standard InChI:  InChI=1S/C18H21NO6/c1-9-6-12(21)17-14(23)7-13(22)16(18(17)24-9)11-4-5-19(3)8-15(11)25-10(2)20/h6-7,11,15,22-23H,4-5,8H2,1-3H3/t11-,15+/m1/s1

Standard InChI Key:  LTVZFRYSQOSHSI-ABAIWWIYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -0.7153    2.8866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153    2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297    0.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.4086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088    2.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088    2.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235    1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254    0.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    0.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    0.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135   -2.0616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135   -2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153   -0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1441   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298   -1.6491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  8  2  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 11  9  1  0
 12 11  2  0
  7 13  1  0
 13 12  1  0
 12 14  1  0
 15  6  1  1
 15 16  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 15 20  1  0
 20 19  1  0
 18 21  1  0
 16 22  1  1
 22 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289085

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 347.37

Molecular Weight (Monoisotopic): 347.1369

AlogP: 1.86

#Rotatable Bonds: 2

Polar Surface Area: 100.21

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.19

CX Basic pKa: 6.83

CX LogP: 1.02

CX LogD: 0.74

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: 1.77

References

1. Bai R, Yao C, Zhong Z, Ge J, Bai Z, Ye X, Xie T, Xie Y..  (2021)  Discovery of natural anti-inflammatory alkaloids: Potential leads for the drug discovery for the treatment of inflammation.,  213  [PMID:33454546] [10.1016/j.ejmech.2021.113165]

Source

Source(1):

• Scientific Literature