Natural Product: NPC470964

Natural Product ID:  NPC470964
Common Name:   (-)-Petrosynoic Acid C
IUPAC Name:   (4Z,18Z,29E,31R)-31-hydroxytritriaconta-4,18,29-trien-2,20,32-triynoic acid
Synonyms:   (-)-Petrosynoic Acid C
Molecular Formula:   C33H48O3
Standard InCHIKey:  ZMWNVWAZCHBCGO-FXZSKSRQSA-N
Standard InCHI:  InChI=1S/C33H48O3/c1-2-32(34)30-28-26-24-22-20-18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33(35)36/h1,6,8,25,27-28,30,32,34H,3-5,7,9,11,13-24,26H2,(H,35,36)/b8-6-,27-25-,30-28+/t32-/m0/s1
Canonical SMILES:  C#C[C@@H](/C=C/CCCCCCCC#C/C=CCCCCCCCCCCCC/C=CC#CC(=O)O)O
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
NPO32667 petrosia sp. Species Petrosiidae Eukaryota American Samoa PMID[23368996]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3100 nM 8984155
NPT2 Others Unspecified Ratio IC50 = 0.1 10757720
NPT4490 Cell Line IMR-90 Homo sapiens IC50 = 300 nM 14987059
NPT2 Others Unspecified IC50 = 4600 nM 20189404
NPT1383 Cell Line A2058 Homo sapiens IC50 = 3800 nM 22560833

  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 NPC470964 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 NPC311648
0.9811 High Similarity NPC48968
0.9811 High Similarity NPC594
0.9808 High Similarity NPC474513
0.9808 High Similarity NPC152668
0.9808 High Similarity NPC470963
0.9808 High Similarity NPC146551
0.9245 High Similarity NPC48058
0.9038 High Similarity NPC471959
0.9038 High Similarity NPC170776
0.9038 High Similarity NPC256656
0.9038 High Similarity NPC294278
0.9038 High Similarity NPC165447
0.9038 High Similarity NPC224148
0.9038 High Similarity NPC475477
0.9038 High Similarity NPC89824
0.9038 High Similarity NPC329608
0.9038 High Similarity NPC477723
0.9038 High Similarity NPC9273
0.9038 High Similarity NPC76198
0.9038 High Similarity NPC197272
0.8966 High Similarity NPC470965
0.8947 High Similarity NPC471278
0.8846 High Similarity NPC477727
0.8846 High Similarity NPC471281
0.8846 High Similarity NPC199286
0.8793 High Similarity NPC475984
0.8679 High Similarity NPC55383
0.8654 High Similarity NPC471276
0.8654 High Similarity NPC471275
0.8654 High Similarity NPC125122
0.8654 High Similarity NPC471280
0.8545 High Similarity NPC473532
0.8491 Intermediate Similarity NPC249670
0.8491 Intermediate Similarity NPC473913
0.8491 Intermediate Similarity NPC474642
0.8448 Intermediate Similarity NPC473652
0.8421 Intermediate Similarity NPC265551
0.8421 Intermediate Similarity NPC212730
0.8393 Intermediate Similarity NPC473735
0.8393 Intermediate Similarity NPC475353
0.8393 Intermediate Similarity NPC473725
0.8393 Intermediate Similarity NPC473910
0.8393 Intermediate Similarity NPC471239
0.8393 Intermediate Similarity NPC473896
0.8393 Intermediate Similarity NPC473721
0.8302 Intermediate Similarity NPC31194
0.8302 Intermediate Similarity NPC85079
0.8302 Intermediate Similarity NPC248884
0.8269 Intermediate Similarity NPC124183
0.8269 Intermediate Similarity NPC35141
0.8246 Intermediate Similarity NPC473847
0.8246 Intermediate Similarity NPC470967
0.8246 Intermediate Similarity NPC470969
0.8246 Intermediate Similarity NPC477661
0.8246 Intermediate Similarity NPC475384
0.8246 Intermediate Similarity NPC470966
0.8246 Intermediate Similarity NPC161838
0.8246 Intermediate Similarity NPC471960
0.8246 Intermediate Similarity NPC470968
0.8167 Intermediate Similarity NPC168407
0.8167 Intermediate Similarity NPC271282
0.8167 Intermediate Similarity NPC66460
0.8167 Intermediate Similarity NPC325929
0.8148 Intermediate Similarity NPC72699
0.8103 Intermediate Similarity NPC471279
0.8103 Intermediate Similarity NPC44542
0.8103 Intermediate Similarity NPC470970
0.8103 Intermediate Similarity NPC471277
0.807 Intermediate Similarity NPC477725
0.807 Intermediate Similarity NPC477726
0.8033 Intermediate Similarity NPC29697
0.8 Intermediate Similarity NPC151782
0.7963 Intermediate Similarity NPC153538
0.7925 Intermediate Similarity NPC19834
0.7925 Intermediate Similarity NPC55063
0.7885 Intermediate Similarity NPC101616
0.7797 Intermediate Similarity NPC193975
0.7797 Intermediate Similarity NPC472445
0.7759 Intermediate Similarity NPC474644
0.7736 Intermediate Similarity NPC269074
0.7719 Intermediate Similarity NPC187361
0.7719 Intermediate Similarity NPC477724
0.7719 Intermediate Similarity NPC26102
0.7679 Intermediate Similarity NPC93639
0.7627 Intermediate Similarity NPC474643
0.7627 Intermediate Similarity NPC473865
0.7619 Intermediate Similarity NPC470320
0.7619 Intermediate Similarity NPC226592
0.7586 Intermediate Similarity NPC49059
0.7586 Intermediate Similarity NPC256209
0.7581 Intermediate Similarity NPC477829
0.7544 Intermediate Similarity NPC142092
0.7541 Intermediate Similarity NPC222852
0.7538 Intermediate Similarity NPC473752
0.75 Intermediate Similarity NPC149668
0.7419 Intermediate Similarity NPC327112
0.7414 Intermediate Similarity NPC61177
0.7368 Intermediate Similarity NPC59408
0.7368 Intermediate Similarity NPC129263
0.7368 Intermediate Similarity NPC71053
0.7288 Intermediate Similarity NPC110732
0.7288 Intermediate Similarity NPC269615
0.7273 Intermediate Similarity NPC157096
0.7273 Intermediate Similarity NPC180575
0.7258 Intermediate Similarity NPC474267
0.7258 Intermediate Similarity NPC329424
0.7231 Intermediate Similarity NPC136164
0.7231 Intermediate Similarity NPC255863
0.7231 Intermediate Similarity NPC245947
0.7193 Intermediate Similarity NPC328784
0.7193 Intermediate Similarity NPC291437
0.717 Intermediate Similarity NPC304151
0.7143 Intermediate Similarity NPC471958
0.7119 Intermediate Similarity NPC34577
0.7115 Intermediate Similarity NPC27444
0.7115 Intermediate Similarity NPC103236
0.7115 Intermediate Similarity NPC329762
0.7097 Intermediate Similarity NPC469373
0.7069 Intermediate Similarity NPC473672
0.7069 Intermediate Similarity NPC474495
0.7049 Intermediate Similarity NPC472808
0.7049 Intermediate Similarity NPC324224
0.7018 Intermediate Similarity NPC302310
0.7015 Intermediate Similarity NPC26500
0.7015 Intermediate Similarity NPC99619
0.6984 Remote Similarity NPC322002
0.6984 Remote Similarity NPC322186
0.6949 Remote Similarity NPC106531
0.6909 Remote Similarity NPC108195
0.6885 Remote Similarity NPC474913
0.6875 Remote Similarity NPC299730
0.6875 Remote Similarity NPC243532
0.6875 Remote Similarity NPC328311
0.6833 Remote Similarity NPC284224
0.6818 Remote Similarity NPC476658
0.6812 Remote Similarity NPC470436
0.6769 Remote Similarity NPC201939
0.6769 Remote Similarity NPC321838
0.6769 Remote Similarity NPC113293
0.6769 Remote Similarity NPC26810
0.6765 Remote Similarity NPC225272
0.6721 Remote Similarity NPC137538
0.6719 Remote Similarity NPC318306
0.6719 Remote Similarity NPC329249
0.6716 Remote Similarity NPC323045
0.6716 Remote Similarity NPC318420
0.6716 Remote Similarity NPC326268
0.6716 Remote Similarity NPC317881
0.6667 Remote Similarity NPC323436
0.6667 Remote Similarity NPC236872
0.6667 Remote Similarity NPC129150
0.6667 Remote Similarity NPC473705
0.6667 Remote Similarity NPC308331
0.6618 Remote Similarity NPC476659
0.6618 Remote Similarity NPC476656
0.6618 Remote Similarity NPC146811
0.6618 Remote Similarity NPC328653
0.6613 Remote Similarity NPC45626
0.6613 Remote Similarity NPC52264
0.6613 Remote Similarity NPC317899
0.6613 Remote Similarity NPC54766
0.661 Remote Similarity NPC473768
0.661 Remote Similarity NPC59051
0.6604 Remote Similarity NPC15934
0.6571 Remote Similarity NPC236208
0.6571 Remote Similarity NPC143396
0.6562 Remote Similarity NPC223679
0.6557 Remote Similarity NPC474496
0.6557 Remote Similarity NPC217188
0.6545 Remote Similarity NPC213538
0.6545 Remote Similarity NPC256766
0.6545 Remote Similarity NPC206906
0.6538 Remote Similarity NPC216416
0.6528 Remote Similarity NPC470435
0.6528 Remote Similarity NPC329890
0.6522 Remote Similarity NPC49863
0.6522 Remote Similarity NPC473829
0.6522 Remote Similarity NPC478097
0.6522 Remote Similarity NPC475443
0.6515 Remote Similarity NPC328776
0.6515 Remote Similarity NPC320305
0.6515 Remote Similarity NPC55376
0.6508 Remote Similarity NPC187777
0.6508 Remote Similarity NPC179764
0.6491 Remote Similarity NPC474202
0.6491 Remote Similarity NPC474362
0.6491 Remote Similarity NPC276825
0.6479 Remote Similarity NPC476037
0.6479 Remote Similarity NPC4299
0.6471 Remote Similarity NPC323477
0.6471 Remote Similarity NPC476654
0.6471 Remote Similarity NPC476657
0.6471 Remote Similarity NPC476655
0.6441 Remote Similarity NPC475153
0.6441 Remote Similarity NPC473551
0.6441 Remote Similarity NPC267110
0.6441 Remote Similarity NPC207815
0.6438 Remote Similarity NPC227396
0.6429 Remote Similarity NPC48218

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470964 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
0.7419 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.6567 Remote Similarity NPD3197 Phase 1
0.6522 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6491 Remote Similarity NPD39 Approved
0.6441 Remote Similarity NPD4220 Pre-registration
0.6329 Remote Similarity NPD5332 Approved
0.6329 Remote Similarity NPD5331 Approved
0.6207 Remote Similarity NPD4265 Approved
0.619 Remote Similarity NPD3196 Approved
0.619 Remote Similarity NPD3194 Approved
0.619 Remote Similarity NPD3195 Phase 2
0.619 Remote Similarity NPD4266 Approved
0.6176 Remote Similarity NPD3210 Clinical (unspecified phase)
0.614 Remote Similarity NPD5326 Phase 3
0.6104 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6104 Remote Similarity NPD4271 Approved
0.6104 Remote Similarity NPD4268 Approved
0.6061 Remote Similarity NPD6109 Phase 1
0.6034 Remote Similarity NPD6097 Approved
0.6034 Remote Similarity NPD6096 Approved
0.6032 Remote Similarity NPD3172 Approved
0.6029 Remote Similarity NPD4194 Approved
0.6029 Remote Similarity NPD4193 Approved
0.6029 Remote Similarity NPD4191 Approved
0.6029 Remote Similarity NPD4192 Approved
0.6 Remote Similarity NPD5343 Approved
0.5968 Remote Similarity NPD28 Approved
0.5968 Remote Similarity NPD29 Approved
0.5968 Remote Similarity NPD6927 Phase 3
0.5949 Remote Similarity NPD4252 Approved
0.5949 Remote Similarity NPD4821 Approved
0.5949 Remote Similarity NPD4820 Approved
0.5949 Remote Similarity NPD4822 Approved
0.5949 Remote Similarity NPD4819 Approved
0.5949 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5932 Remote Similarity NPD4222 Approved
0.5902 Remote Similarity NPD3173 Approved
0.5875 Remote Similarity NPD4790 Discontinued
0.5857 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5846 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5802 Remote Similarity NPD4270 Approved
0.5802 Remote Similarity NPD4269 Approved
0.5783 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5775 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5758 Remote Similarity NPD4219 Approved
0.5732 Remote Similarity NPD7154 Phase 3
0.5732 Remote Similarity NPD5362 Discontinued
0.5667 Remote Similarity NPD3174 Discontinued
0.56 Remote Similarity NPD3212 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71658904
ChEMBL   CHEMBL2333786
ZINC  

Physicochemical Properties

Molecular Weight:  492.36
ALogP:  -0.8922
MLogP:  4.76
XLogP:  12.666
# Rotatable Bonds:  23
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  36

Download Data

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