Tiancimycin G

ID: ALA4634658

PubChem CID: 156013823

Max Phase: Preclinical

Molecular Formula: C30H23NO10

Molecular Weight: 557.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](O)[C@@](C)(O)[C@@]12O[C@]13c1cc(O)c4c(c1N[C@H]2C#C/C=C\C#C[C@H]3O)C(=O)c1cc(OC)ccc1C4=O

Standard InChI:  InChI=1S/C30H23NO10/c1-28(38,26(36)27(37)40-3)30-19-8-6-4-5-7-9-20(33)29(30,41-30)17-13-18(32)21-22(23(17)31-19)25(35)16-12-14(39-2)10-11-15(16)24(21)34/h4-5,10-13,19-20,26,31-33,36,38H,1-3H3/b5-4-/t19-,20+,26-,28+,29-,30+/m0/s1

Standard InChI Key:  RSXKWDSDUVYSQA-UMGCSLAASA-N

Molfile:  

 
     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
    2.0044  -12.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0033  -13.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7113  -13.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7095  -12.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4181  -12.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4215  -13.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339  -13.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271  -12.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8441  -12.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469  -13.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5616  -13.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2738  -13.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518  -12.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2693  -12.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2570  -11.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5425  -11.5220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966  -12.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1226  -11.5310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1364  -14.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9746  -11.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9974  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2610  -11.9153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2526  -10.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2445   -9.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2363   -8.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7202  -12.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9891   -8.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0900   -9.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2412  -10.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846  -11.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3899  -11.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0999  -11.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8053  -11.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5153  -11.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1046  -10.2996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3853  -12.3386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6892  -10.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3865  -10.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2171  -13.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5653  -14.8104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964  -11.5440    0.0000 C   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
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 14  1  0
 13  9  1  0
 13 14  2  0
 13 16  1  0
 14 21  1  0
 20 15  1  0
 15 16  1  0
  1 17  1  0
  8 18  2  0
  7 19  2  0
 21 20  1  0
 20 22  1  6
 21 22  1  6
 15 23  1  1
 23 24  3  0
 24 25  1  0
 21 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  3  0
 29 26  1  0
 20 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  2  0
 31 36  1  6
 30 37  1  6
 30 38  1  0
 26 39  1  1
 11 40  1  0
 17 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634658

   ---

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: 557.51

Molecular Weight (Monoisotopic): 557.1322

AlogP: 0.16

#Rotatable Bonds: 4

Polar Surface Area: 175.15

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.87

CX Basic pKa: ┄

CX LogP: 2.26

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.13

Np Likeness Score: 1.64

References

1. Adhikari A, Teijaro CN, Yan X, Chang CY, Gui C, Liu YC, Crnovcic I, Yang D, Annaval T, Rader C, Shen B..  (2020)  Characterization of TnmH as an O-Methyltransferase Revealing Insights into Tiancimycin Biosynthesis and Enabling a Biocatalytic Strategy To Prepare Antibody-Tiancimycin Conjugates.,  63  (15): [PMID:32658465] [10.1021/acs.jmedchem.0c00799]

Source

Source(1):

• Scientific Literature