Talaromin B - Compound Card

Talaromin B

Select a section from the left sidebar

Talaromin B

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Cyclic Peptide
Canonical Smiles CC[C@@H]([C@@H]1NC(=O)c2ccccc2NC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)Cc1ccc(cc1)O)[C@H](O)C)C)[C@H](CC)C)C
InChI InChI=1S/C40H55N7O9/c1-7-21(3)31-38(54)43-29(20-25-15-17-26(49)18-16-25)36(52)46-33(24(6)48)39(55)41-23(5)34(50)45-32(22(4)8-2)40(56)47-19-11-14-30(47)37(53)42-28-13-10-9-12-27(28)35(51)44-31/h9-10,12-13,15-18,21-24,29-33,48-49H,7-8,11,14,19-20H2,1-6H3,(H,41,55)(H,42,53)(H,43,54)(H,44,51)(H,45,50)(H,46,52)/t21-,22-,23-,24+,29-,30-,31-,32-,33-/m0/s1
InChIKey MIMIVDMPUMTORB-ZHLDFKMFSA-N
Formula C40H55N7O9
HBA 9
HBD 8
MW 777.92
Rotatable Bonds 7
TPSA 235.37
LogP 1.11
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 56
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 777.41
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Talaromyces wortmannii Trichocomaceae Fungi 28567

Showing of synonyms

  • Bara R, Aly AH, et al. (2013). Talaromins A and B, new cyclic peptides from the endophytic fungus Talaromyces wortmannii. Tetrahedron Letters,2013,54,1686-1689. [View]
Pubchem: 102449881
Nmrshiftdb2: 70026520

No compound-protein relationship available.

Structure

SMILES: c1cccc(NC2=O)c1C(=O)NCC(=O)NC(Cc3ccccc3)C(=O)NCC(=O)NCC(=O)NCC(=O)N(C24)CCC4

Level: 1

Mol. Weight: 777.92 g/mol

Structure

SMILES: C1CCN(C12)C(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)c3c(NC2=O)cccc3

Level: 0

Mol. Weight: 777.92 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 777.92 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.74
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
18.82
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
3219.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.75
Plasma Protein Binding
85.94
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
5.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-80.94
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.19
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.29
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-5843795.36
Rat (Acute)
4.31
Rat (Chronic Oral)
2.09
Fathead Minnow
7383.13
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
651648.72
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.5
Log(P)
1.85
Log S
-4.14
Log(Vapor Pressure)
-21392.39
Melting Point
350.22
pKa Acid
-111.26
pKa Basic
7.08
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.9303
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.9303
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8710
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8710
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8045
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8045
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7798
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7798
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7742
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7742
Bifunctional protein GlmU P43889 GLMU_HAEIN Haemophilus influenzae 3 0.7470
Bifunctional protein GlmU P43889 GLMU_HAEIN Haemophilus influenzae 3 0.7470
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7376
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7376
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7372
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7372
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7284
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7284
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7233
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7233
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7120
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7120
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7005
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7005

Download SDF