SCS-C001407

Antarmycin D

Pathway: Terpenoids Glycoside

Chemical Structure

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Source Information

Pseudonocardia antarctica SCSIO 07407 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Pseudonocardiales Family Pseudonocardiaceae Genus Pseudonocardia Species Pseudonocardia antarctica

South China Sea · -3386m · 10.003°N,88.728°E

DOI: 10.1021/acs.jnatprod.5c00639 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

1025.1 Da

Threshold ≤ 500

ALogP

-5.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C46H72O25

Molecular Weight:

1025.0570 Da

SMILES:

CC(C)/C=C/C=C/C=C/C(O)C(O)C(O)OC1CC(C)C(O)C(O)C1O[C@@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O[C@@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1OC1CC(C)C(O)C(O)C1O/C=C/C=C/C=C/C(O)C(O)C(O)C(=O)O

InChIKey:

                        XWADOKBZKMXCSU-PKKZUFHVSA-N
                        
                    

InChI:

InChI=1S/C46H72O25/c1-19(2)13-9-5-6-10-15-23(48)29(52)42(62)67-25-18-21(4)27(50)31(54)38(25)68-46-40(33(56)36(59)44(64)71-46)69-45-39(32(55)35(58)43(63)70-45)66-24-17-20(3)26(49)30(53)37(24)65-16-12-8-7-11-14-22(47)28(51)34(57)41(60)61/h5-16,19-40,42-59,62-64H,17-18H2,1-4H3,(H,60,61)/b6-5+,8-7+,13-9+,14-11+,15-10+,16-12+/t20?,21?,22?,23?,24?,25?,26?,27?,28?,29?,30?,31?,32-,33-,34?,35-,36-,37?,38?,39-,40-,42?,43-,44-,45-,46-/m1/s1

Calculated Properties

ALogP:

-5.245 lipophilicity

TPSA:

425.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7174 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001407

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	—	HCT116,SW480,MCF7,MDA-MB-468,BT-549	2.02–7.65 μM	10.1021/acs.jnatprod.5c00639 Journal of Natural Products

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