Natural Product: NPC288415

Natural Product ID:  NPC288415
Common Name:   Xestospongin D
IUPAC Name:  
Synonyms:   Xestospongin D
Molecular Formula:   C28H50N2O3
Standard InCHIKey:  DAHFKODECRYGAQ-ACWZPJHASA-N
Standard InCHI:  InChI=1S/C28H50N2O3/c31-28-17-8-4-3-7-13-24-15-21-29-19-9-12-23(26(29)32-24)11-5-1-2-6-14-25-16-22-30(20-10-18-28)27(28)33-25/h23-27,31H,1-22H2/t23-,24-,25-,26+,27+,28-/m0/s1
Canonical SMILES:  O[C@@]12CCCCCC[C@H]3CCN4[C@H](O3)[C@@H](CCCCCC[C@@H]3O[C@H]2N(CCC1)CC3)CCC4
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32702 xestospongia sp. Species Petrosiidae Eukaryota Caledonian PMID[1453184]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 2 ug/ml 24893224
NPT137 Cell Line L1210 Mus musculus ED50 = 0.2 ug/ml 24893224
NPT2827 Cell Line Human breast cancer cell lines GI50 = 4530 nM 20630755
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 25 ug disk-1 19805556
NPT168 Cell Line P388 Mus musculus ED50 = 1.7 ug/ml 20346658
NPT4720 Cell Line Leukemia cells Homo sapiens GI50 = 3620 nM 22196120

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC288415 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC31313
1.0 High Similarity NPC45906
1.0 High Similarity NPC149908
0.9868 High Similarity NPC93630
0.9737 High Similarity NPC81006
0.9221 High Similarity NPC90839
0.8667 High Similarity NPC127553
0.8667 High Similarity NPC255050
0.6795 Remote Similarity NPC112398
0.6774 Remote Similarity NPC168017
0.6703 Remote Similarity NPC124359
0.6632 Remote Similarity NPC178632
0.618 Remote Similarity NPC477002
0.6145 Remote Similarity NPC233034
0.6078 Remote Similarity NPC313821
0.6022 Remote Similarity NPC471420
0.593 Remote Similarity NPC126664
0.593 Remote Similarity NPC34291
0.5882 Remote Similarity NPC238646
0.5865 Remote Similarity NPC91036
0.5859 Remote Similarity NPC470284
0.5833 Remote Similarity NPC163134
0.5833 Remote Similarity NPC471419
0.5825 Remote Similarity NPC119225
0.5825 Remote Similarity NPC476261
0.5825 Remote Similarity NPC471635
0.5825 Remote Similarity NPC25033
0.5825 Remote Similarity NPC470382
0.581 Remote Similarity NPC220111
0.5806 Remote Similarity NPC150557
0.5794 Remote Similarity NPC314387
0.5769 Remote Similarity NPC243635
0.5769 Remote Similarity NPC151004
0.5769 Remote Similarity NPC228980
0.5758 Remote Similarity NPC470282
0.573 Remote Similarity NPC476696
0.573 Remote Similarity NPC476695
0.573 Remote Similarity NPC476694
0.5701 Remote Similarity NPC144714
0.5701 Remote Similarity NPC100810
0.5686 Remote Similarity NPC145707
0.5679 Remote Similarity NPC293551
0.5673 Remote Similarity NPC155985
0.5641 Remote Similarity NPC475887
0.5607 Remote Similarity NPC56298
0.5607 Remote Similarity NPC471628
0.56 Remote Similarity NPC52533

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC288415 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.6168 Remote Similarity NPD8140 Approved
0.6145 Remote Similarity NPD9440 Discontinued
0.6087 Remote Similarity NPD8347 Approved
0.6087 Remote Similarity NPD8345 Approved
0.6087 Remote Similarity NPD8346 Approved
0.6078 Remote Similarity NPD3190 Approved
0.6078 Remote Similarity NPD3189 Approved
0.6078 Remote Similarity NPD3191 Approved
0.6019 Remote Similarity NPD8307 Discontinued
0.593 Remote Similarity NPD9443 Clinical (unspecified phase)
0.5872 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5844 Remote Similarity NPD7348 Clinical (unspecified phase)
0.5794 Remote Similarity NPD3183 Approved
0.5794 Remote Similarity NPD3184 Approved
0.5794 Remote Similarity NPD3182 Approved
0.5794 Remote Similarity NPD3185 Approved
0.5783 Remote Similarity NPD9022 Phase 2
0.5783 Remote Similarity NPD9024 Phase 2
0.5769 Remote Similarity NPD1821 Approved
0.5769 Remote Similarity NPD1822 Approved
0.5769 Remote Similarity NPD1823 Approved
0.573 Remote Similarity NPD7535 Discontinued
0.5729 Remote Similarity NPD883 Phase 2
0.5729 Remote Similarity NPD882 Phase 2
0.5714 Remote Similarity NPD8087 Discontinued
0.5699 Remote Similarity NPD8143 Approved
0.5699 Remote Similarity NPD8144 Approved
0.5696 Remote Similarity NPD312 Clinical (unspecified phase)
0.5663 Remote Similarity NPD9455 Approved
0.5618 Remote Similarity NPD2696 Approved
0.5618 Remote Similarity NPD2695 Approved
0.5618 Remote Similarity NPD2697 Approved
0.5618 Remote Similarity NPD2694 Approved
0.5607 Remote Similarity NPD4838 Approved
0.5607 Remote Similarity NPD4836 Approved
0.5607 Remote Similarity NPD4835 Approved
0.5607 Remote Similarity NPD4837 Approved
0.5604 Remote Similarity NPD355 Phase 2

Structure

External Identifiers

PubChem CID   9847216
ChEMBL   CHEMBL25317
ZINC  

Physicochemical Properties

Molecular Weight:  462.38
ALogP:  -4.1327
MLogP:  3.99
XLogP:  5.961
# Rotatable Bonds:  1
Polar Surface Area:  45.17
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  33

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Similar NPs/Drugs