Tiancimycin A

ID: ALA4636420

PubChem CID: 121477750

Max Phase: Preclinical

Molecular Formula: C27H19NO8

Molecular Weight: 485.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1O)C(=O)c1c3c(cc(O)c1C2=O)[C@@]12O[C@@]1([C@@H](C)O)[C@H](C#C/C=C\C#C[C@H]2O)N3

Standard InChI:  InChI=1S/C27H19NO8/c1-12(29)26-17-7-5-3-4-6-8-18(31)27(26,36-26)14-11-15(30)20-21(22(14)28-17)25(34)19-13(23(20)32)9-10-16(35-2)24(19)33/h3-4,9-12,17-18,28-31,33H,1-2H3/b4-3-/t12-,17+,18-,26+,27+/m1/s1

Standard InChI Key:  DJOMZYYFFHCVSQ-UBZKRVARSA-N

Molfile:  

 
     RDKit          2D

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    6.8925   -3.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8486   -5.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4636420

   ---

Molecule Features

Natural Product: Yes

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: 485.45

Molecular Weight (Monoisotopic): 485.1111

AlogP: 0.96

#Rotatable Bonds: 2

Polar Surface Area: 148.85

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.50

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.50

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.20

Np Likeness Score: 2.11

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