Tiancimycin C

ID: ALA4639420

PubChem CID: 137349161

Max Phase: Preclinical

Molecular Formula: C29H21NO11

Molecular Weight: 559.48

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)c1c(ccc(O)c1O)C4=O

Standard InChI:  InChI=1S/C29H21NO11/c1-27(39,25(37)26(38)40-2)29-16-7-5-3-4-6-8-17(33)28(29,41-29)13-11-15(32)19-20(21(13)30-16)24(36)18-12(22(19)34)9-10-14(31)23(18)35/h3-4,9-11,16-17,25,30-33,35,37,39H,1-2H3/b4-3-/t16-,17+,25-,27+,28-,29+/m0/s1

Standard InChI Key:  KPDKPRCLDGTNFK-UUNAQHPASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4639420

   ---

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: 559.48

Molecular Weight (Monoisotopic): 559.1115

AlogP: -0.44

#Rotatable Bonds: 3

Polar Surface Area: 206.38

Molecular Species: NEUTRAL

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.44

CX Basic pKa: ┄

CX LogP: 2.46

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.07

Np Likeness Score: 1.94

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