Natural Product: NPC318544

Natural Product ID:  NPC318544
Common Name:   Torrubiellone A
IUPAC Name:  
Synonyms:   Torrubiellone A
Molecular Formula:   C22H29NO7
Standard InCHIKey:  WXLPIUFTKBWEGE-ZSBVLOQZSA-N
Standard InCHI:  InChI=1S/C22H29NO7/c1-2-15(14-24)7-5-3-4-6-8-18(26)19-20(27)17(13-23(30)21(19)28)22(29)11-9-16(25)10-12-22/h3-8,13,15-16,24-25,27,29-30H,2,9-12,14H2,1H3/b4-3+,7-5+,8-6+/t15?,16-,22+
Canonical SMILES:  CCC(/C=C/C=C/C=C/C(=O)c1c(O)c(cn(c1=O)O)[C@]1(O)CC[C@H](CC1)O)CO
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
NPO31149 Torrubiella Genus Clavicipitaceae Eukaryota PMID[21090800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 8100 nM 21090800
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 69000 nM 21090800
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 87000 nM 21090800

  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 NPC318544 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
0.9896 High Similarity NPC470073
0.9278 High Similarity NPC316730
0.8654 High Similarity NPC470072
0.7227 Intermediate Similarity NPC477140
0.7227 Intermediate Similarity NPC477143
0.7048 Intermediate Similarity NPC473056
0.6916 Remote Similarity NPC247316
0.6695 Remote Similarity NPC44733
0.6538 Remote Similarity NPC81092
0.6538 Remote Similarity NPC103605
0.6441 Remote Similarity NPC476276
0.6423 Remote Similarity NPC475642
0.6417 Remote Similarity NPC21713
0.6417 Remote Similarity NPC475608
0.6372 Remote Similarity NPC265662
0.6349 Remote Similarity NPC475383
0.6349 Remote Similarity NPC156379
0.6346 Remote Similarity NPC277341
0.6346 Remote Similarity NPC226982
0.632 Remote Similarity NPC241050
0.6271 Remote Similarity NPC476328
0.6207 Remote Similarity NPC77703
0.6134 Remote Similarity NPC472856
0.6134 Remote Similarity NPC154601
0.6132 Remote Similarity NPC473810
0.6111 Remote Similarity NPC32037
0.6111 Remote Similarity NPC2640
0.6095 Remote Similarity NPC209232
0.6091 Remote Similarity NPC60765
0.6087 Remote Similarity NPC472166
0.6078 Remote Similarity NPC34672
0.6071 Remote Similarity NPC314500
0.6068 Remote Similarity NPC316250
0.6068 Remote Similarity NPC144714
0.6068 Remote Similarity NPC100810
0.6066 Remote Similarity NPC476290
0.6053 Remote Similarity NPC180950
0.6038 Remote Similarity NPC6663
0.6033 Remote Similarity NPC220730
0.6032 Remote Similarity NPC235421
0.6019 Remote Similarity NPC302360
0.5984 Remote Similarity NPC471673
0.5982 Remote Similarity NPC19771
0.5982 Remote Similarity NPC469464
0.5968 Remote Similarity NPC476269
0.5966 Remote Similarity NPC474827
0.5966 Remote Similarity NPC68001
0.5966 Remote Similarity NPC199831
0.5966 Remote Similarity NPC474828
0.5965 Remote Similarity NPC299100
0.5965 Remote Similarity NPC474690
0.5963 Remote Similarity NPC187529
0.5962 Remote Similarity NPC82666
0.5962 Remote Similarity NPC203403
0.5962 Remote Similarity NPC97173
0.595 Remote Similarity NPC251330
0.595 Remote Similarity NPC469853
0.5948 Remote Similarity NPC474938
0.5948 Remote Similarity NPC52820
0.5948 Remote Similarity NPC474785
0.5948 Remote Similarity NPC91036
0.5946 Remote Similarity NPC229612
0.5946 Remote Similarity NPC7280
0.5932 Remote Similarity NPC175531
0.5932 Remote Similarity NPC469851
0.5929 Remote Similarity NPC32552
0.5926 Remote Similarity NPC57370
0.5926 Remote Similarity NPC44261
0.5909 Remote Similarity NPC472974
0.5909 Remote Similarity NPC322672
0.5905 Remote Similarity NPC231739
0.5905 Remote Similarity NPC248624
0.5893 Remote Similarity NPC472676
0.5893 Remote Similarity NPC51358
0.5893 Remote Similarity NPC472688
0.5893 Remote Similarity NPC257485
0.5893 Remote Similarity NPC471054
0.5893 Remote Similarity NPC307092
0.5877 Remote Similarity NPC282644
0.5877 Remote Similarity NPC29798
0.5872 Remote Similarity NPC475975
0.5868 Remote Similarity NPC469852
0.5868 Remote Similarity NPC271269
0.5868 Remote Similarity NPC85529
0.5868 Remote Similarity NPC32006
0.5865 Remote Similarity NPC250621
0.5862 Remote Similarity NPC175614
0.5856 Remote Similarity NPC103743
0.5856 Remote Similarity NPC113370
0.5856 Remote Similarity NPC476079
0.5856 Remote Similarity NPC473525
0.5854 Remote Similarity NPC133729
0.5854 Remote Similarity NPC21324
0.5849 Remote Similarity NPC471597
0.5842 Remote Similarity NPC318766
0.5841 Remote Similarity NPC134321
0.5833 Remote Similarity NPC224455
0.5826 Remote Similarity NPC191521
0.5825 Remote Similarity NPC144995
0.5825 Remote Similarity NPC227814
0.582 Remote Similarity NPC315531
0.5818 Remote Similarity NPC242233
0.5818 Remote Similarity NPC476426
0.5818 Remote Similarity NPC307112
0.5818 Remote Similarity NPC319913
0.5816 Remote Similarity NPC315210
0.5816 Remote Similarity NPC315848
0.5812 Remote Similarity NPC476344
0.581 Remote Similarity NPC471061
0.581 Remote Similarity NPC149550
0.581 Remote Similarity NPC85105
0.581 Remote Similarity NPC46268
0.581 Remote Similarity NPC476007
0.581 Remote Similarity NPC315394
0.5804 Remote Similarity NPC473658
0.5804 Remote Similarity NPC316186
0.5804 Remote Similarity NPC26078
0.5798 Remote Similarity NPC282524
0.5798 Remote Similarity NPC470184
0.5798 Remote Similarity NPC115862
0.5789 Remote Similarity NPC142838
0.5789 Remote Similarity NPC472978
0.5785 Remote Similarity NPC133420
0.5785 Remote Similarity NPC75523
0.5784 Remote Similarity NPC95863
0.5781 Remote Similarity NPC476190
0.578 Remote Similarity NPC477786
0.578 Remote Similarity NPC477785
0.578 Remote Similarity NPC477784
0.578 Remote Similarity NPC16488
0.578 Remote Similarity NPC471987
0.578 Remote Similarity NPC475083
0.578 Remote Similarity NPC79945
0.5776 Remote Similarity NPC150041
0.5776 Remote Similarity NPC91408
0.5776 Remote Similarity NPC476245
0.5772 Remote Similarity NPC474099
0.5769 Remote Similarity NPC474885
0.5766 Remote Similarity NPC203795
0.5766 Remote Similarity NPC316426
0.5766 Remote Similarity NPC315395
0.5763 Remote Similarity NPC35717
0.5755 Remote Similarity NPC478122
0.5755 Remote Similarity NPC475994
0.5752 Remote Similarity NPC472983
0.5752 Remote Similarity NPC212598
0.5752 Remote Similarity NPC118011
0.5752 Remote Similarity NPC81195
0.5752 Remote Similarity NPC36668
0.575 Remote Similarity NPC128501
0.575 Remote Similarity NPC474244
0.5741 Remote Similarity NPC112868
0.5741 Remote Similarity NPC275766
0.5739 Remote Similarity NPC162615
0.5739 Remote Similarity NPC152778
0.5739 Remote Similarity NPC205034
0.5738 Remote Similarity NPC472615
0.5727 Remote Similarity NPC40687
0.5726 Remote Similarity NPC250757
0.5726 Remote Similarity NPC301534
0.5726 Remote Similarity NPC16967
0.5726 Remote Similarity NPC228477
0.5726 Remote Similarity NPC24389
0.5726 Remote Similarity NPC137911
0.5725 Remote Similarity NPC469515
0.5714 Remote Similarity NPC477964
0.5714 Remote Similarity NPC469494
0.5714 Remote Similarity NPC215253
0.5714 Remote Similarity NPC241054
0.5714 Remote Similarity NPC185253
0.5714 Remote Similarity NPC477708
0.5714 Remote Similarity NPC324506
0.5714 Remote Similarity NPC167873
0.5714 Remote Similarity NPC1973
0.5704 Remote Similarity NPC163783
0.5703 Remote Similarity NPC30196
0.5702 Remote Similarity NPC265856
0.5702 Remote Similarity NPC320294
0.5702 Remote Similarity NPC128672
0.5702 Remote Similarity NPC475050
0.5702 Remote Similarity NPC17143
0.5702 Remote Similarity NPC473624
0.5702 Remote Similarity NPC47230
0.5702 Remote Similarity NPC182136
0.5701 Remote Similarity NPC113363
0.5701 Remote Similarity NPC470429
0.5701 Remote Similarity NPC19900
0.5691 Remote Similarity NPC176773
0.569 Remote Similarity NPC103527
0.569 Remote Similarity NPC473162
0.569 Remote Similarity NPC472977
0.569 Remote Similarity NPC472976
0.5688 Remote Similarity NPC279186
0.5688 Remote Similarity NPC38796
0.5688 Remote Similarity NPC158411
0.568 Remote Similarity NPC469603
0.568 Remote Similarity NPC477997
0.5678 Remote Similarity NPC20066
0.5678 Remote Similarity NPC471694
0.5678 Remote Similarity NPC472167

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC318544 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
0.6134 Remote Similarity NPD7333 Discontinued
0.5941 Remote Similarity NPD816 Approved
0.5941 Remote Similarity NPD815 Approved
0.5802 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5802 Remote Similarity NPD7623 Phase 3
0.5769 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7641 Discontinued
0.5725 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5693 Remote Similarity NPD4208 Discontinued
0.5648 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5635 Remote Similarity NPD7116 Clinical (unspecified phase)
0.563 Remote Similarity NPD8029 Clinical (unspecified phase)
0.562 Remote Similarity NPD5211 Phase 2

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL1651333
ZINC  

Physicochemical Properties

Molecular Weight:  419.19
ALogP:  -2.9141
MLogP:  3
XLogP:  1.124
# Rotatable Bonds:  14
Polar Surface Area:  138.53
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  30

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs