Natural Product: NPC302661

Natural Product ID:  NPC302661
Common Name:   7-Oxo-Ent-Pimara-8(14),15-Dien-19-Oic Acid
IUPAC Name:   (1R,4aS,4bS,7R,10aS)-7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  TWQIAJPCUCIDQX-YANNOABASA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-5-18(2)10-7-14-13(12-18)15(21)11-16-19(14,3)8-6-9-20(16,4)17(22)23/h5,12,14,16H,1,6-11H2,2-4H3,(H,22,23)/t14-,16+,18+,19+,20-/m1/s1
Canonical SMILES:  C=C[C@@]1(C)CC[C@@H]2C(=C1)C(=O)C[C@H]1[C@@]2(C)CCC[C@@]1(C)C(=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
NPO29744 Acanthopanax gracilistylus NA NA NA Root barks PMID[25338180]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT927 Cell Line PBMC Homo sapiens IC50 = 30 nM 12762807
NPT177 Tissue Aorta Rattus norvegicus Inhibition = 61.5 % 25466192
NPT927 Cell Line PBMC Homo sapiens IC50 = 7 nM 16989528
NPT927 Cell Line PBMC Homo sapiens IC50 > 10000 nM 24370114

  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 NPC302661 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 NPC238991
0.9615 High Similarity NPC102197
0.9342 High Similarity NPC165711
0.9231 High Similarity NPC26139
0.9146 High Similarity NPC476409
0.9114 High Similarity NPC278459
0.8947 High Similarity NPC283908
0.8947 High Similarity NPC183503
0.8947 High Similarity NPC161923
0.8947 High Similarity NPC103958
0.8902 High Similarity NPC474537
0.8902 High Similarity NPC29447
0.8875 High Similarity NPC471898
0.8846 High Similarity NPC97377
0.8831 High Similarity NPC279666
0.8831 High Similarity NPC192540
0.8824 High Similarity NPC476437
0.8824 High Similarity NPC476369
0.875 High Similarity NPC476809
0.8734 High Similarity NPC74410
0.8721 High Similarity NPC230064
0.8718 High Similarity NPC69143
0.8718 High Similarity NPC180886
0.8701 High Similarity NPC241854
0.8701 High Similarity NPC476046
0.8701 High Similarity NPC251970
0.8659 High Similarity NPC105803
0.8642 High Similarity NPC90055
0.8621 High Similarity NPC131840
0.8608 High Similarity NPC472300
0.8571 High Similarity NPC177826
0.8554 High Similarity NPC96095
0.8537 High Similarity NPC320514
0.85 High Similarity NPC198240
0.85 High Similarity NPC59436
0.8488 Intermediate Similarity NPC262043
0.8462 Intermediate Similarity NPC237591
0.8462 Intermediate Similarity NPC3753
0.8452 Intermediate Similarity NPC474680
0.8452 Intermediate Similarity NPC142649
0.8434 Intermediate Similarity NPC49019
0.8415 Intermediate Similarity NPC274050
0.8415 Intermediate Similarity NPC477372
0.8415 Intermediate Similarity NPC221647
0.8415 Intermediate Similarity NPC263272
0.8415 Intermediate Similarity NPC162632
0.8415 Intermediate Similarity NPC267691
0.8415 Intermediate Similarity NPC147066
0.8395 Intermediate Similarity NPC231431
0.8395 Intermediate Similarity NPC192329
0.8375 Intermediate Similarity NPC107039
0.8375 Intermediate Similarity NPC61952
0.8375 Intermediate Similarity NPC471899
0.8375 Intermediate Similarity NPC471897
0.8372 Intermediate Similarity NPC48107
0.8354 Intermediate Similarity NPC476844
0.8354 Intermediate Similarity NPC476795
0.8353 Intermediate Similarity NPC6247
0.8333 Intermediate Similarity NPC476412
0.8313 Intermediate Similarity NPC69101
0.8313 Intermediate Similarity NPC251779
0.8293 Intermediate Similarity NPC37038
0.8293 Intermediate Similarity NPC108955
0.8293 Intermediate Similarity NPC2482
0.8293 Intermediate Similarity NPC469637
0.8276 Intermediate Similarity NPC477973
0.8276 Intermediate Similarity NPC184663
0.8276 Intermediate Similarity NPC469546
0.8272 Intermediate Similarity NPC179028
0.8272 Intermediate Similarity NPC260385
0.8272 Intermediate Similarity NPC110094
0.8272 Intermediate Similarity NPC189485
0.8272 Intermediate Similarity NPC280654
0.8272 Intermediate Similarity NPC62336
0.8272 Intermediate Similarity NPC471409
0.8272 Intermediate Similarity NPC275494
0.8256 Intermediate Similarity NPC30421
0.8256 Intermediate Similarity NPC136948
0.825 Intermediate Similarity NPC89294
0.825 Intermediate Similarity NPC309399
0.8235 Intermediate Similarity NPC94531
0.8235 Intermediate Similarity NPC476426
0.8235 Intermediate Similarity NPC123319
0.8235 Intermediate Similarity NPC473038
0.8235 Intermediate Similarity NPC311702
0.8228 Intermediate Similarity NPC166797
0.8214 Intermediate Similarity NPC70834
0.8205 Intermediate Similarity NPC160817
0.8202 Intermediate Similarity NPC476416
0.8193 Intermediate Similarity NPC38350
0.8193 Intermediate Similarity NPC55869
0.8193 Intermediate Similarity NPC225515
0.8193 Intermediate Similarity NPC189237
0.8193 Intermediate Similarity NPC121984
0.8193 Intermediate Similarity NPC473217
0.8193 Intermediate Similarity NPC142244
0.8193 Intermediate Similarity NPC201912
0.8171 Intermediate Similarity NPC16394
0.8171 Intermediate Similarity NPC477371
0.8171 Intermediate Similarity NPC199595
0.8161 Intermediate Similarity NPC72397
0.8161 Intermediate Similarity NPC158778
0.8148 Intermediate Similarity NPC212661
0.8148 Intermediate Similarity NPC471035
0.8125 Intermediate Similarity NPC476346
0.8125 Intermediate Similarity NPC201027
0.8118 Intermediate Similarity NPC248758
0.8111 Intermediate Similarity NPC476415
0.8101 Intermediate Similarity NPC472813
0.8101 Intermediate Similarity NPC35656
0.8095 Intermediate Similarity NPC260956
0.8095 Intermediate Similarity NPC193347
0.8095 Intermediate Similarity NPC100297
0.8095 Intermediate Similarity NPC103486
0.809 Intermediate Similarity NPC204341
0.8072 Intermediate Similarity NPC472478
0.8072 Intermediate Similarity NPC104545
0.8049 Intermediate Similarity NPC321514
0.8046 Intermediate Similarity NPC93778
0.8043 Intermediate Similarity NPC473456
0.8025 Intermediate Similarity NPC263582
0.8025 Intermediate Similarity NPC470525
0.8023 Intermediate Similarity NPC6185
0.8023 Intermediate Similarity NPC469948
0.8023 Intermediate Similarity NPC469993
0.8023 Intermediate Similarity NPC241512
0.8023 Intermediate Similarity NPC11711
0.8 Intermediate Similarity NPC301065
0.8 Intermediate Similarity NPC46610
0.8 Intermediate Similarity NPC53733
0.8 Intermediate Similarity NPC18819
0.8 Intermediate Similarity NPC470015
0.8 Intermediate Similarity NPC477852
0.8 Intermediate Similarity NPC69279
0.8 Intermediate Similarity NPC168188
0.8 Intermediate Similarity NPC97913
0.8 Intermediate Similarity NPC83569
0.7976 Intermediate Similarity NPC116797
0.7976 Intermediate Similarity NPC44963
0.7976 Intermediate Similarity NPC472684
0.7976 Intermediate Similarity NPC40228
0.7976 Intermediate Similarity NPC14151
0.7975 Intermediate Similarity NPC21944
0.7975 Intermediate Similarity NPC133253
0.7957 Intermediate Similarity NPC114274
0.7952 Intermediate Similarity NPC476177
0.7952 Intermediate Similarity NPC170394
0.7952 Intermediate Similarity NPC474113
0.7935 Intermediate Similarity NPC472941
0.7935 Intermediate Similarity NPC456
0.7931 Intermediate Similarity NPC82979
0.7931 Intermediate Similarity NPC229717
0.7931 Intermediate Similarity NPC327115
0.7931 Intermediate Similarity NPC158393
0.7931 Intermediate Similarity NPC472869
0.7931 Intermediate Similarity NPC94666
0.7927 Intermediate Similarity NPC266193
0.7927 Intermediate Similarity NPC257666
0.7907 Intermediate Similarity NPC251170
0.7907 Intermediate Similarity NPC156981
0.7907 Intermediate Similarity NPC144258
0.7907 Intermediate Similarity NPC214043
0.7907 Intermediate Similarity NPC19849
0.7907 Intermediate Similarity NPC329043
0.7907 Intermediate Similarity NPC85774
0.7907 Intermediate Similarity NPC237712
0.7907 Intermediate Similarity NPC161423
0.7907 Intermediate Similarity NPC227064
0.7907 Intermediate Similarity NPC164577
0.7907 Intermediate Similarity NPC472864
0.7907 Intermediate Similarity NPC209882
0.7907 Intermediate Similarity NPC321187
0.7907 Intermediate Similarity NPC58841
0.7907 Intermediate Similarity NPC472865
0.7889 Intermediate Similarity NPC474018
0.7889 Intermediate Similarity NPC145067
0.7889 Intermediate Similarity NPC218301
0.7889 Intermediate Similarity NPC4036
0.7889 Intermediate Similarity NPC65120
0.7889 Intermediate Similarity NPC473986
0.7889 Intermediate Similarity NPC158030
0.7889 Intermediate Similarity NPC233455
0.7882 Intermediate Similarity NPC472867
0.7882 Intermediate Similarity NPC472239
0.7882 Intermediate Similarity NPC133391
0.7882 Intermediate Similarity NPC73882
0.7875 Intermediate Similarity NPC130016
0.7875 Intermediate Similarity NPC180015
0.7875 Intermediate Similarity NPC109576
0.7875 Intermediate Similarity NPC56747
0.7872 Intermediate Similarity NPC287833
0.7865 Intermediate Similarity NPC5509
0.7865 Intermediate Similarity NPC118011
0.7865 Intermediate Similarity NPC472973
0.7865 Intermediate Similarity NPC36668
0.7865 Intermediate Similarity NPC112454
0.7857 Intermediate Similarity NPC267517
0.7857 Intermediate Similarity NPC477057
0.7849 Intermediate Similarity NPC170131
0.7849 Intermediate Similarity NPC108078

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC302661 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
0.8519 High Similarity NPD4695 Discontinued
0.8256 Intermediate Similarity NPD3573 Approved
0.8132 Intermediate Similarity NPD7614 Phase 1
0.8095 Intermediate Similarity NPD4221 Approved
0.8095 Intermediate Similarity NPD4223 Phase 3
0.7931 Intermediate Similarity NPD5690 Phase 2
0.7931 Intermediate Similarity NPD4623 Approved
0.7931 Intermediate Similarity NPD4519 Discontinued
0.7907 Intermediate Similarity NPD3666 Approved
0.7907 Intermediate Similarity NPD3133 Approved
0.7907 Intermediate Similarity NPD3665 Phase 1
0.7907 Intermediate Similarity NPD4197 Approved
0.7889 Intermediate Similarity NPD6079 Approved
0.7889 Intermediate Similarity NPD5284 Approved
0.7889 Intermediate Similarity NPD7515 Phase 2
0.7889 Intermediate Similarity NPD5281 Approved
0.7865 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD3617 Approved
0.7826 Intermediate Similarity NPD5210 Approved
0.7826 Intermediate Similarity NPD4629 Approved
0.7816 Intermediate Similarity NPD5329 Approved
0.7766 Intermediate Similarity NPD5696 Approved
0.7738 Intermediate Similarity NPD4195 Approved
0.7727 Intermediate Similarity NPD5205 Approved
0.7727 Intermediate Similarity NPD5330 Approved
0.7727 Intermediate Similarity NPD7146 Approved
0.7727 Intermediate Similarity NPD4688 Approved
0.7727 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4693 Phase 3
0.7727 Intermediate Similarity NPD4138 Approved
0.7727 Intermediate Similarity NPD4690 Approved
0.7727 Intermediate Similarity NPD7521 Approved
0.7727 Intermediate Similarity NPD7334 Approved
0.7727 Intermediate Similarity NPD6684 Approved
0.7727 Intermediate Similarity NPD3618 Phase 1
0.7727 Intermediate Similarity NPD4689 Approved
0.7727 Intermediate Similarity NPD6409 Approved
0.7717 Intermediate Similarity NPD7748 Approved
0.7674 Intermediate Similarity NPD3667 Approved
0.7667 Intermediate Similarity NPD5328 Approved
0.7625 Intermediate Similarity NPD4691 Approved
0.7561 Intermediate Similarity NPD4058 Approved
0.7556 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD6903 Approved
0.7556 Intermediate Similarity NPD6672 Approved
0.7556 Intermediate Similarity NPD5208 Approved
0.7556 Intermediate Similarity NPD5737 Approved
0.7553 Intermediate Similarity NPD5222 Approved
0.7553 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD5221 Approved
0.7553 Intermediate Similarity NPD7732 Phase 3
0.7528 Intermediate Similarity NPD4694 Approved
0.7528 Intermediate Similarity NPD5280 Approved
0.7528 Intermediate Similarity NPD5279 Phase 3
0.75 Intermediate Similarity NPD4137 Phase 3
0.75 Intermediate Similarity NPD4786 Approved
0.7474 Intermediate Similarity NPD6084 Phase 2
0.7474 Intermediate Similarity NPD5173 Approved
0.7474 Intermediate Similarity NPD7902 Approved
0.7474 Intermediate Similarity NPD6083 Phase 2
0.7473 Intermediate Similarity NPD6080 Approved
0.7473 Intermediate Similarity NPD6673 Approved
0.7473 Intermediate Similarity NPD4753 Phase 2
0.7473 Intermediate Similarity NPD6904 Approved
0.7471 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD5695 Phase 3
0.7419 Intermediate Similarity NPD6399 Phase 3
0.7407 Intermediate Similarity NPD4747 Approved
0.74 Intermediate Similarity NPD5697 Approved
0.7391 Intermediate Similarity NPD5207 Approved
0.7347 Intermediate Similarity NPD5091 Approved
0.7342 Intermediate Similarity NPD7331 Phase 2
0.7333 Intermediate Similarity NPD6098 Approved
0.7327 Intermediate Similarity NPD6011 Approved
0.7327 Intermediate Similarity NPD6899 Approved
0.7327 Intermediate Similarity NPD6881 Approved
0.732 Intermediate Similarity NPD5285 Approved
0.732 Intermediate Similarity NPD5286 Approved
0.732 Intermediate Similarity NPD4696 Approved
0.7312 Intermediate Similarity NPD5694 Approved
0.7312 Intermediate Similarity NPD5693 Phase 1
0.7255 Intermediate Similarity NPD6014 Approved
0.7255 Intermediate Similarity NPD6012 Approved
0.7255 Intermediate Similarity NPD6013 Approved
0.7245 Intermediate Similarity NPD5223 Approved
0.7234 Intermediate Similarity NPD4202 Approved
0.7215 Intermediate Similarity NPD7341 Phase 2
0.7204 Intermediate Similarity NPD4096 Approved
0.7204 Intermediate Similarity NPD5692 Phase 3
0.7188 Intermediate Similarity NPD4697 Phase 3
0.7184 Intermediate Similarity NPD6883 Approved
0.7184 Intermediate Similarity NPD7102 Approved
0.7184 Intermediate Similarity NPD7290 Approved
0.7174 Intermediate Similarity NPD4518 Approved
0.7172 Intermediate Similarity NPD5211 Phase 2
0.7172 Intermediate Similarity NPD4633 Approved
0.7172 Intermediate Similarity NPD5225 Approved
0.7172 Intermediate Similarity NPD5226 Approved
0.7172 Intermediate Similarity NPD5224 Approved
0.7158 Intermediate Similarity NPD6001 Approved
0.7158 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7900 Approved
0.7143 Intermediate Similarity NPD4687 Approved
0.7129 Intermediate Similarity NPD5739 Approved
0.7129 Intermediate Similarity NPD6402 Approved
0.7129 Intermediate Similarity NPD6675 Approved
0.7129 Intermediate Similarity NPD7128 Approved
0.7128 Intermediate Similarity NPD6411 Approved
0.7128 Intermediate Similarity NPD6050 Approved
0.7115 Intermediate Similarity NPD6869 Approved
0.7115 Intermediate Similarity NPD6649 Approved
0.7115 Intermediate Similarity NPD6847 Approved
0.7115 Intermediate Similarity NPD6650 Approved
0.7115 Intermediate Similarity NPD6617 Approved
0.7115 Intermediate Similarity NPD8130 Phase 1
0.7113 Intermediate Similarity NPD4755 Approved
0.7111 Intermediate Similarity NPD3668 Phase 3
0.7108 Intermediate Similarity NPD5276 Approved
0.71 Intermediate Similarity NPD5175 Approved
0.71 Intermediate Similarity NPD5174 Approved
0.7083 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6614 Approved
0.7059 Intermediate Similarity NPD5701 Approved
0.7048 Intermediate Similarity NPD8297 Approved
0.7048 Intermediate Similarity NPD6882 Approved
0.7033 Intermediate Similarity NPD1694 Approved
0.703 Intermediate Similarity NPD5141 Approved
0.7 Intermediate Similarity NPD4788 Approved
0.699 Remote Similarity NPD7320 Approved
0.6981 Remote Similarity NPD4632 Approved
0.697 Remote Similarity NPD4700 Approved
0.697 Remote Similarity NPD6404 Discontinued
0.6966 Remote Similarity NPD4692 Approved
0.6966 Remote Similarity NPD4139 Approved
0.6951 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6941 Remote Similarity NPD5733 Approved
0.6923 Remote Similarity NPD6372 Approved
0.6923 Remote Similarity NPD6373 Approved
0.6915 Remote Similarity NPD6101 Approved
0.6915 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6914 Remote Similarity NPD4224 Phase 2
0.6905 Remote Similarity NPD6081 Approved
0.6875 Remote Similarity NPD5133 Approved
0.6852 Remote Similarity NPD6868 Approved
0.6848 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6827 Remote Similarity NPD5168 Approved
0.6827 Remote Similarity NPD4729 Approved
0.6827 Remote Similarity NPD4730 Approved
0.6792 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6789 Remote Similarity NPD6009 Approved
0.6789 Remote Similarity NPD6317 Approved
0.6765 Remote Similarity NPD4754 Approved
0.6744 Remote Similarity NPD4784 Approved
0.6744 Remote Similarity NPD4785 Approved
0.6735 Remote Similarity NPD5654 Approved
0.6727 Remote Similarity NPD6335 Approved
0.6727 Remote Similarity NPD6313 Approved
0.6727 Remote Similarity NPD6314 Approved
0.6706 Remote Similarity NPD4243 Approved
0.67 Remote Similarity NPD7638 Approved
0.6698 Remote Similarity NPD5251 Approved
0.6698 Remote Similarity NPD5247 Approved
0.6698 Remote Similarity NPD5248 Approved
0.6698 Remote Similarity NPD5249 Phase 3
0.6698 Remote Similarity NPD4634 Approved
0.6698 Remote Similarity NPD5250 Approved
0.6698 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5135 Approved
0.6698 Remote Similarity NPD5169 Approved
0.6697 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD5128 Approved
0.6667 Remote Similarity NPD7101 Approved
0.6636 Remote Similarity NPD5216 Approved
0.6636 Remote Similarity NPD7115 Discovery
0.6636 Remote Similarity NPD5217 Approved
0.6636 Remote Similarity NPD5215 Approved
0.6636 Remote Similarity NPD5127 Approved
0.6635 Remote Similarity NPD6008 Approved
0.6635 Remote Similarity NPD4768 Approved
0.6635 Remote Similarity NPD4767 Approved
0.6634 Remote Similarity NPD7640 Approved
0.6634 Remote Similarity NPD7639 Approved
0.6633 Remote Similarity NPD5122 Clinical (unspecified phase)
0.663 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6319 Approved
0.6602 Remote Similarity NPD6052 Approved
0.66 Remote Similarity NPD5959 Approved
0.6593 Remote Similarity NPD8028 Phase 2
0.6591 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6412 Phase 2
0.6566 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6549 Remote Similarity NPD5983 Phase 2
0.6549 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6543 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6535 Remote Similarity NPD4225 Approved
0.6531 Remote Similarity NPD5778 Approved
0.6531 Remote Similarity NPD5779 Approved

Structure

External Identifiers

PubChem CID   73356807
ChEMBL   CHEMBL2420226
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  1.2205
MLogP:  3.33
XLogP:  5.173
# Rotatable Bonds:  6
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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