Natural Product: NPC96362

Natural Product ID:  NPC96362
Common Name:   (1S,5S,7R,9R,10S,11R,13R)-1,7,11-Trihydroxypimara-8(14),15-Diene
IUPAC Name:   (4S,4aS,4bS,5R,7R,9R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-4,5,9-triol
Synonyms:  
Molecular Formula:   C20H32O3
Standard InCHIKey:  GPSPSNASZGKBJQ-GNLOLKOISA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-6-19(4)10-12-13(21)9-15-18(2,3)8-7-16(23)20(15,5)17(12)14(22)11-19/h6,10,13-17,21-23H,1,7-9,11H2,2-5H3/t13-,14-,15+,16+,17-,19-,20-/m1/s1
Canonical SMILES:  C=C[C@@]1(C)C[C@@H](O)[C@H]2C(=C1)[C@H](O)C[C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C
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
NPO29530 Kaempferia marginata Species Zingiberaceae Eukaryota PMID[16309313]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC > 100 ug/ml DrugMatrix in vitro pharmacology data

  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 NPC96362 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
0.9867 High Similarity NPC476646
0.9459 High Similarity NPC253190
0.9351 High Similarity NPC249423
0.9333 High Similarity NPC91594
0.9333 High Similarity NPC471798
0.9324 High Similarity NPC291503
0.9221 High Similarity NPC287749
0.9189 High Similarity NPC243342
0.9189 High Similarity NPC306727
0.9189 High Similarity NPC477138
0.9012 High Similarity NPC261266
0.8987 High Similarity NPC50964
0.8961 High Similarity NPC83351
0.8961 High Similarity NPC476314
0.8961 High Similarity NPC167891
0.8947 High Similarity NPC265588
0.8933 High Similarity NPC91858
0.8919 High Similarity NPC242001
0.8861 High Similarity NPC209620
0.8861 High Similarity NPC23852
0.8831 High Similarity NPC130136
0.8831 High Similarity NPC470758
0.8831 High Similarity NPC470711
0.8816 High Similarity NPC32832
0.8816 High Similarity NPC66566
0.8816 High Similarity NPC477923
0.881 High Similarity NPC204188
0.881 High Similarity NPC329596
0.881 High Similarity NPC3345
0.881 High Similarity NPC80561
0.881 High Similarity NPC291484
0.881 High Similarity NPC11216
0.88 High Similarity NPC182717
0.88 High Similarity NPC471799
0.8795 High Similarity NPC133588
0.8784 High Similarity NPC145498
0.878 High Similarity NPC6391
0.878 High Similarity NPC299068
0.875 High Similarity NPC49964
0.8734 High Similarity NPC234193
0.8734 High Similarity NPC295131
0.8718 High Similarity NPC11908
0.8706 High Similarity NPC41554
0.8706 High Similarity NPC97404
0.8701 High Similarity NPC470749
0.8701 High Similarity NPC477925
0.8701 High Similarity NPC274079
0.8701 High Similarity NPC106432
0.869 High Similarity NPC470361
0.8684 High Similarity NPC201048
0.8684 High Similarity NPC476366
0.8684 High Similarity NPC471797
0.8659 High Similarity NPC470360
0.8625 High Similarity NPC264245
0.8608 High Similarity NPC30986
0.8608 High Similarity NPC143182
0.8608 High Similarity NPC84694
0.8608 High Similarity NPC81306
0.8608 High Similarity NPC472463
0.8608 High Similarity NPC109546
0.8608 High Similarity NPC209430
0.8608 High Similarity NPC28862
0.8608 High Similarity NPC47982
0.859 High Similarity NPC477924
0.8588 High Similarity NPC295668
0.8571 High Similarity NPC474668
0.8554 High Similarity NPC139724
0.8553 High Similarity NPC68443
0.8537 High Similarity NPC124172
0.8537 High Similarity NPC205845
0.8533 High Similarity NPC92801
0.8533 High Similarity NPC34834
0.8519 High Similarity NPC101462
0.8519 High Similarity NPC248886
0.8519 High Similarity NPC87489
0.8519 High Similarity NPC296701
0.8519 High Similarity NPC218616
0.8514 High Similarity NPC471238
0.85 High Similarity NPC164840
0.85 High Similarity NPC209944
0.85 High Similarity NPC241290
0.8481 Intermediate Similarity NPC87604
0.8481 Intermediate Similarity NPC470396
0.8481 Intermediate Similarity NPC474989
0.8481 Intermediate Similarity NPC474216
0.8481 Intermediate Similarity NPC300499
0.8481 Intermediate Similarity NPC148977
0.8481 Intermediate Similarity NPC99168
0.8481 Intermediate Similarity NPC22955
0.8471 Intermediate Similarity NPC16265
0.8471 Intermediate Similarity NPC477917
0.8471 Intermediate Similarity NPC187785
0.8471 Intermediate Similarity NPC259875
0.8471 Intermediate Similarity NPC115607
0.8442 Intermediate Similarity NPC469533
0.8442 Intermediate Similarity NPC469534
0.8442 Intermediate Similarity NPC469593
0.8442 Intermediate Similarity NPC100334
0.8434 Intermediate Similarity NPC274448
0.8421 Intermediate Similarity NPC167706
0.8421 Intermediate Similarity NPC471272
0.8421 Intermediate Similarity NPC110799
0.8421 Intermediate Similarity NPC477792
0.8421 Intermediate Similarity NPC23954
0.8415 Intermediate Similarity NPC317458
0.8415 Intermediate Similarity NPC477818
0.84 Intermediate Similarity NPC9942
0.8395 Intermediate Similarity NPC470383
0.8395 Intermediate Similarity NPC142163
0.8395 Intermediate Similarity NPC242350
0.8395 Intermediate Similarity NPC159148
0.8395 Intermediate Similarity NPC47761
0.8391 Intermediate Similarity NPC310013
0.8378 Intermediate Similarity NPC68703
0.8378 Intermediate Similarity NPC69649
0.8375 Intermediate Similarity NPC53744
0.8375 Intermediate Similarity NPC291379
0.8372 Intermediate Similarity NPC192437
0.8372 Intermediate Similarity NPC14380
0.8372 Intermediate Similarity NPC245410
0.8372 Intermediate Similarity NPC270511
0.8372 Intermediate Similarity NPC470390
0.8354 Intermediate Similarity NPC90979
0.8354 Intermediate Similarity NPC157996
0.8354 Intermediate Similarity NPC40394
0.8354 Intermediate Similarity NPC34177
0.8354 Intermediate Similarity NPC472805
0.8354 Intermediate Similarity NPC101475
0.8333 Intermediate Similarity NPC472985
0.8333 Intermediate Similarity NPC69383
0.8333 Intermediate Similarity NPC171148
0.8333 Intermediate Similarity NPC237344
0.8333 Intermediate Similarity NPC293287
0.8333 Intermediate Similarity NPC313179
0.8333 Intermediate Similarity NPC152808
0.8333 Intermediate Similarity NPC24277
0.8333 Intermediate Similarity NPC472986
0.8315 Intermediate Similarity NPC210717
0.8315 Intermediate Similarity NPC288970
0.8315 Intermediate Similarity NPC103165
0.8313 Intermediate Similarity NPC474493
0.8313 Intermediate Similarity NPC470077
0.8313 Intermediate Similarity NPC475798
0.8313 Intermediate Similarity NPC127606
0.8313 Intermediate Similarity NPC231310
0.8313 Intermediate Similarity NPC185568
0.8313 Intermediate Similarity NPC102048
0.8313 Intermediate Similarity NPC238485
0.8313 Intermediate Similarity NPC209802
0.8312 Intermediate Similarity NPC265485
0.8312 Intermediate Similarity NPC220939
0.8295 Intermediate Similarity NPC65402
0.8295 Intermediate Similarity NPC127718
0.8293 Intermediate Similarity NPC304285
0.8293 Intermediate Similarity NPC470049
0.8293 Intermediate Similarity NPC189972
0.8293 Intermediate Similarity NPC470614
0.8293 Intermediate Similarity NPC1272
0.8293 Intermediate Similarity NPC202389
0.8272 Intermediate Similarity NPC26117
0.8272 Intermediate Similarity NPC281880
0.8272 Intermediate Similarity NPC47149
0.8267 Intermediate Similarity NPC208999
0.8267 Intermediate Similarity NPC96484
0.8256 Intermediate Similarity NPC101886
0.8256 Intermediate Similarity NPC97103
0.825 Intermediate Similarity NPC230295
0.825 Intermediate Similarity NPC138621
0.825 Intermediate Similarity NPC196753
0.825 Intermediate Similarity NPC6978
0.825 Intermediate Similarity NPC275910
0.825 Intermediate Similarity NPC473943
0.825 Intermediate Similarity NPC253807
0.825 Intermediate Similarity NPC167037
0.825 Intermediate Similarity NPC244385
0.825 Intermediate Similarity NPC98386
0.825 Intermediate Similarity NPC158662
0.8235 Intermediate Similarity NPC470620
0.8235 Intermediate Similarity NPC149224
0.8228 Intermediate Similarity NPC244488
0.8228 Intermediate Similarity NPC189883
0.8228 Intermediate Similarity NPC30590
0.8228 Intermediate Similarity NPC107059
0.8228 Intermediate Similarity NPC290598
0.8228 Intermediate Similarity NPC300324
0.8228 Intermediate Similarity NPC265328
0.8228 Intermediate Similarity NPC122418
0.8228 Intermediate Similarity NPC240604
0.8228 Intermediate Similarity NPC134330
0.8228 Intermediate Similarity NPC63958
0.8228 Intermediate Similarity NPC106364
0.8228 Intermediate Similarity NPC113733
0.8228 Intermediate Similarity NPC321381
0.8228 Intermediate Similarity NPC321016
0.8228 Intermediate Similarity NPC247325
0.8228 Intermediate Similarity NPC129165
0.8228 Intermediate Similarity NPC120098
0.8228 Intermediate Similarity NPC27765
0.8214 Intermediate Similarity NPC266511
0.8214 Intermediate Similarity NPC318390

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC96362 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
0.8333 Intermediate Similarity NPD8264 Approved
0.8148 Intermediate Similarity NPD7645 Phase 2
0.8101 Intermediate Similarity NPD6942 Approved
0.8101 Intermediate Similarity NPD7339 Approved
0.8049 Intermediate Similarity NPD7525 Registered
0.8023 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD6929 Approved
0.7831 Intermediate Similarity NPD7332 Phase 2
0.7831 Intermediate Similarity NPD6930 Phase 2
0.7831 Intermediate Similarity NPD6931 Approved
0.7831 Intermediate Similarity NPD7514 Phase 3
0.7805 Intermediate Similarity NPD7145 Approved
0.7738 Intermediate Similarity NPD6902 Approved
0.7683 Intermediate Similarity NPD5776 Phase 2
0.7683 Intermediate Similarity NPD6925 Approved
0.7674 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6695 Phase 3
0.7531 Intermediate Similarity NPD6926 Approved
0.7531 Intermediate Similarity NPD6924 Approved
0.75 Intermediate Similarity NPD7150 Approved
0.75 Intermediate Similarity NPD7152 Approved
0.75 Intermediate Similarity NPD7151 Approved
0.7471 Intermediate Similarity NPD4786 Approved
0.747 Intermediate Similarity NPD6932 Approved
0.7442 Intermediate Similarity NPD3667 Approved
0.7412 Intermediate Similarity NPD7509 Discontinued
0.7386 Intermediate Similarity NPD6893 Approved
0.7375 Intermediate Similarity NPD7144 Approved
0.7375 Intermediate Similarity NPD7143 Approved
0.7349 Intermediate Similarity NPD6933 Approved
0.7326 Intermediate Similarity NPD6898 Phase 1
0.7317 Intermediate Similarity NPD4785 Approved
0.7317 Intermediate Similarity NPD4784 Approved
0.7303 Intermediate Similarity NPD3618 Phase 1
0.7292 Intermediate Similarity NPD7640 Approved
0.7292 Intermediate Similarity NPD7639 Approved
0.7283 Intermediate Similarity NPD6079 Approved
0.7253 Intermediate Similarity NPD5328 Approved
0.725 Intermediate Similarity NPD6922 Approved
0.725 Intermediate Similarity NPD6923 Approved
0.7237 Intermediate Similarity NPD368 Approved
0.7222 Intermediate Similarity NPD7524 Approved
0.7222 Intermediate Similarity NPD7750 Discontinued
0.7188 Intermediate Similarity NPD7638 Approved
0.7097 Intermediate Similarity NPD7515 Phase 2
0.7093 Intermediate Similarity NPD6683 Phase 2
0.7073 Intermediate Similarity NPD4243 Approved
0.7021 Intermediate Similarity NPD4202 Approved
0.7011 Intermediate Similarity NPD4748 Discontinued
0.697 Remote Similarity NPD5211 Phase 2
0.6915 Remote Similarity NPD7637 Suspended
0.6915 Remote Similarity NPD7087 Discontinued
0.6889 Remote Similarity NPD3665 Phase 1
0.6889 Remote Similarity NPD3666 Approved
0.6889 Remote Similarity NPD3133 Approved
0.6842 Remote Similarity NPD6399 Phase 3
0.6842 Remote Similarity NPD5779 Approved
0.6842 Remote Similarity NPD5778 Approved
0.6837 Remote Similarity NPD4225 Approved
0.6832 Remote Similarity NPD5141 Approved
0.6809 Remote Similarity NPD7136 Phase 2
0.6804 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6804 Remote Similarity NPD5222 Approved
0.6804 Remote Similarity NPD5221 Approved
0.6786 Remote Similarity NPD4732 Discontinued
0.6771 Remote Similarity NPD7748 Approved
0.6768 Remote Similarity NPD5286 Approved
0.6768 Remote Similarity NPD5285 Approved
0.6768 Remote Similarity NPD4696 Approved
0.6739 Remote Similarity NPD4623 Approved
0.6739 Remote Similarity NPD4519 Discontinued
0.6735 Remote Similarity NPD7902 Approved
0.6735 Remote Similarity NPD5173 Approved
0.6735 Remote Similarity NPD4755 Approved
0.6705 Remote Similarity NPD4195 Approved
0.6703 Remote Similarity NPD3668 Phase 3
0.67 Remote Similarity NPD5223 Approved
0.67 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD342 Phase 1
0.6667 Remote Similarity NPD5290 Discontinued
0.6634 Remote Similarity NPD4633 Approved
0.6634 Remote Similarity NPD7632 Discontinued
0.6634 Remote Similarity NPD5224 Approved
0.6634 Remote Similarity NPD5226 Approved
0.6634 Remote Similarity NPD5225 Approved
0.6633 Remote Similarity NPD4697 Phase 3
0.663 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6629 Remote Similarity NPD4695 Discontinued
0.6628 Remote Similarity NPD5275 Approved
0.6628 Remote Similarity NPD4190 Phase 3
0.66 Remote Similarity NPD4700 Approved
0.6579 Remote Similarity NPD4219 Approved
0.6569 Remote Similarity NPD5174 Approved
0.6569 Remote Similarity NPD5175 Approved
0.6562 Remote Similarity NPD6411 Approved
0.6559 Remote Similarity NPD5279 Phase 3
0.6509 Remote Similarity NPD4634 Approved
0.6476 Remote Similarity NPD6899 Approved
0.6476 Remote Similarity NPD6881 Approved
0.6455 Remote Similarity NPD7115 Discovery
0.6444 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6675 Approved
0.6442 Remote Similarity NPD7128 Approved
0.6442 Remote Similarity NPD6402 Approved
0.6442 Remote Similarity NPD5739 Approved
0.6436 Remote Similarity NPD6648 Approved
0.6429 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7900 Approved
0.6408 Remote Similarity NPD4754 Approved
0.6381 Remote Similarity NPD5697 Approved
0.6373 Remote Similarity NPD4159 Approved
0.6355 Remote Similarity NPD6883 Approved
0.6355 Remote Similarity NPD7102 Approved
0.6355 Remote Similarity NPD7290 Approved
0.6354 Remote Similarity NPD6051 Approved
0.6354 Remote Similarity NPD4753 Phase 2
0.6354 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6101 Approved
0.633 Remote Similarity NPD4632 Approved
0.6321 Remote Similarity NPD4730 Approved
0.6321 Remote Similarity NPD7320 Approved
0.6321 Remote Similarity NPD4729 Approved
0.6321 Remote Similarity NPD6011 Approved
0.6321 Remote Similarity NPD6686 Approved
0.6304 Remote Similarity NPD4223 Phase 3
0.6304 Remote Similarity NPD4221 Approved
0.6296 Remote Similarity NPD6650 Approved
0.6296 Remote Similarity NPD6847 Approved
0.6296 Remote Similarity NPD6869 Approved
0.6296 Remote Similarity NPD6617 Approved
0.6296 Remote Similarity NPD6649 Approved
0.6296 Remote Similarity NPD8130 Phase 1
0.6286 Remote Similarity NPD4768 Approved
0.6286 Remote Similarity NPD4767 Approved
0.6277 Remote Similarity NPD5329 Approved
0.6277 Remote Similarity NPD1696 Phase 3
0.6264 Remote Similarity NPD4819 Approved
0.6264 Remote Similarity NPD4821 Approved
0.6264 Remote Similarity NPD4822 Approved
0.6264 Remote Similarity NPD4820 Approved
0.6262 Remote Similarity NPD6013 Approved
0.6262 Remote Similarity NPD6373 Approved
0.6262 Remote Similarity NPD6014 Approved
0.6262 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6372 Approved
0.6262 Remote Similarity NPD6012 Approved
0.625 Remote Similarity NPD7327 Approved
0.625 Remote Similarity NPD7328 Approved
0.6239 Remote Similarity NPD8297 Approved
0.6239 Remote Similarity NPD6882 Approved
0.6235 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6228 Remote Similarity NPD8033 Approved
0.6228 Remote Similarity NPD7503 Approved
0.6226 Remote Similarity NPD6412 Phase 2
0.6226 Remote Similarity NPD5701 Approved
0.6224 Remote Similarity NPD8034 Phase 2
0.6224 Remote Similarity NPD8035 Phase 2
0.6222 Remote Similarity NPD4268 Approved
0.6222 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6222 Remote Similarity NPD4271 Approved
0.6211 Remote Similarity NPD7334 Approved
0.6211 Remote Similarity NPD5330 Approved
0.6211 Remote Similarity NPD7146 Approved
0.6211 Remote Similarity NPD6409 Approved
0.6211 Remote Similarity NPD7521 Approved
0.6211 Remote Similarity NPD6684 Approved
0.6211 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5249 Phase 3
0.6204 Remote Similarity NPD5247 Approved
0.6204 Remote Similarity NPD5169 Approved
0.6204 Remote Similarity NPD5135 Approved
0.6204 Remote Similarity NPD5251 Approved
0.6204 Remote Similarity NPD5250 Approved
0.6204 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5248 Approved
0.62 Remote Similarity NPD5210 Approved
0.62 Remote Similarity NPD4629 Approved
0.6195 Remote Similarity NPD7516 Approved
0.617 Remote Similarity NPD6400 Clinical (unspecified phase)
0.617 Remote Similarity NPD4197 Approved
0.6168 Remote Similarity NPD5168 Approved
0.6168 Remote Similarity NPD5128 Approved
0.6161 Remote Similarity NPD6009 Approved
0.6147 Remote Similarity NPD5127 Approved
0.6147 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5215 Approved
0.6147 Remote Similarity NPD5217 Approved
0.6147 Remote Similarity NPD5216 Approved
0.6146 Remote Similarity NPD3573 Approved
0.614 Remote Similarity NPD8377 Approved
0.614 Remote Similarity NPD6054 Approved
0.614 Remote Similarity NPD8294 Approved
0.6132 Remote Similarity NPD6008 Approved
0.6132 Remote Similarity NPD6640 Phase 3
0.6122 Remote Similarity NPD3168 Discontinued
0.6111 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6087 Remote Similarity NPD8335 Approved
0.6087 Remote Similarity NPD8378 Approved

Structure

External Identifiers

PubChem CID   11573313
ChEMBL   CHEMBL505850
ZINC  

Physicochemical Properties

Molecular Weight:  320.24
ALogP:  0.7368
MLogP:  3.33
XLogP:  3.651
# Rotatable Bonds:  8
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  23

Download Data

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