NA

ID: ALA4635291

PubChem CID: 156014419

Max Phase: Preclinical

Molecular Formula: C32H23NO11

Molecular Weight: 597.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCOc1ccc2c(c1O)C(=O)c1c3c(cc(O)c1C2=O)[C@@]12O[C@@]1([C@](C)(O)[C@@H](O)C(=O)OC)[C@H](C#C/C=C\C#C[C@H]2O)N3

Standard InChI:  InChI=1S/C32H23NO11/c1-4-13-43-18-12-11-15-21(26(18)37)27(38)23-22(25(15)36)17(34)14-16-24(23)33-19-9-7-5-6-8-10-20(35)31(16)32(19,44-31)30(2,41)28(39)29(40)42-3/h1,5-6,11-12,14,19-20,28,33-35,37,39,41H,13H2,2-3H3/b6-5-/t19-,20+,28-,30+,31-,32+/m0/s1

Standard InChI Key:  CKFSRLNTPDHQJR-DNZMGCGRSA-N

Molfile:  

 
     RDKit          2D

 44 49  0  0  0  0  0  0  0  0999 V2000
   26.0042  -11.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0031  -12.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7111  -13.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7094  -11.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4180  -11.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4214  -12.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1337  -13.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1270  -11.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8439  -11.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8468  -12.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5614  -13.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2737  -12.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5516  -11.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2692  -11.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2568  -10.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5424  -10.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7069  -10.7181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2964  -11.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1225  -10.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1362  -13.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9744  -10.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9972  -11.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2608  -11.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2524   -9.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2443   -8.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2362   -7.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7201  -11.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9890   -8.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0898   -8.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2410   -9.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6844  -10.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3898  -10.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0998  -10.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8052  -10.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5152  -10.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1044   -9.4742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3852  -11.5131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6890   -9.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3864   -9.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2170  -12.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5651  -13.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2962  -10.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5884  -10.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8760   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 16  1  0
 14 22  1  0
 21 15  1  0
 15 16  1  0
  4 17  1  0
  1 18  1  0
  8 19  2  0
  7 20  2  0
 22 21  1  0
 21 23  1  6
 22 23  1  6
 15 24  1  1
 24 25  3  0
 25 26  1  0
 22 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  3  0
 30 27  1  0
 21 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  2  0
 32 37  1  6
 31 38  1  6
 31 39  1  0
 27 40  1  1
 11 41  1  0
 18 42  1  0
 42 43  1  0
 43 44  3  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
M  END

Alternative Forms

1. Parent:

   

   ALA4635291

   ---

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: 597.53

Molecular Weight (Monoisotopic): 597.1271

AlogP: -0.13

#Rotatable Bonds: 5

Polar Surface Area: 195.38

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.46

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.10

Np Likeness Score: 1.56

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