Natural Product: NPC253190

Natural Product ID:  NPC253190
Common Name:   Isopimara-8(14),11,15-Triene-7Alpha,18-Diol
IUPAC Name:   (1R,4aS,4bR,7S,9R,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,9,10,10a-hexahydro-2H-phenanthren-9-ol
Synonyms:  
Molecular Formula:   C20H30O2
Standard InCHIKey:  PWHHPARZCOJWOT-DWIKVQACSA-N
Standard InCHI:  InChI=1S/C20H30O2/c1-5-18(2)10-7-15-14(12-18)16(22)11-17-19(3,13-21)8-6-9-20(15,17)4/h5,7,10,12,15-17,21-22H,1,6,8-9,11,13H2,2-4H3/t15-,16+,17-,18-,19-,20+/m0/s1
Canonical SMILES:  C=C[C@@]1(C)C=C[C@H]2C(=C1)[C@H](O)C[C@@H]1[C@]2(C)CCC[C@@]1(C)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
NPO32847 fokienia hodginsii Species Cupressaceae Eukaryota Twigs and Leaves PMID[23691952]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 > 40000 nM 10.6019/CHEMBL1201861
NPT660 Cell Line SW480 Homo sapiens IC50 > 40000 nM 21625478
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 21761866
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40000 nM 15620246

  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 NPC253190 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
0.9459 High Similarity NPC96362
0.9437 High Similarity NPC306727
0.9333 High Similarity NPC476646
0.9333 High Similarity NPC249423
0.9054 High Similarity NPC91594
0.9054 High Similarity NPC471798
0.8961 High Similarity NPC50964
0.8933 High Similarity NPC476314
0.8933 High Similarity NPC83351
0.8933 High Similarity NPC167891
0.8904 High Similarity NPC477138
0.8904 High Similarity NPC91858
0.8904 High Similarity NPC243342
0.8889 High Similarity NPC242001
0.8831 High Similarity NPC23852
0.8831 High Similarity NPC209620
0.8816 High Similarity NPC30986
0.8816 High Similarity NPC209430
0.88 High Similarity NPC470758
0.88 High Similarity NPC470711
0.8784 High Similarity NPC291503
0.8784 High Similarity NPC32832
0.8767 High Similarity NPC182717
0.8767 High Similarity NPC471799
0.875 High Similarity NPC34834
0.875 High Similarity NPC145498
0.875 High Similarity NPC261266
0.8732 High Similarity NPC471238
0.8732 High Similarity NPC96484
0.8701 High Similarity NPC287749
0.8701 High Similarity NPC295131
0.8701 High Similarity NPC234193
0.8684 High Similarity NPC11908
0.8667 High Similarity NPC470749
0.8667 High Similarity NPC265588
0.8649 High Similarity NPC201048
0.8649 High Similarity NPC469534
0.8649 High Similarity NPC476366
0.8649 High Similarity NPC469533
0.8649 High Similarity NPC469593
0.8649 High Similarity NPC471797
0.8625 High Similarity NPC470360
0.8611 High Similarity NPC9942
0.8611 High Similarity NPC471560
0.8592 High Similarity NPC68703
0.8592 High Similarity NPC69649
0.859 High Similarity NPC264245
0.8571 High Similarity NPC143182
0.8571 High Similarity NPC28862
0.8571 High Similarity NPC47982
0.8571 High Similarity NPC84694
0.8571 High Similarity NPC81306
0.8571 High Similarity NPC109546
0.8553 High Similarity NPC130136
0.8537 High Similarity NPC133588
0.8533 High Similarity NPC66566
0.8533 High Similarity NPC477923
0.8519 High Similarity NPC299068
0.8519 High Similarity NPC6391
0.8519 High Similarity NPC472985
0.8519 High Similarity NPC472986
0.8514 High Similarity NPC68443
0.8481 Intermediate Similarity NPC87489
0.8481 Intermediate Similarity NPC49964
0.8481 Intermediate Similarity NPC218616
0.8481 Intermediate Similarity NPC296701
0.8472 Intermediate Similarity NPC245795
0.8462 Intermediate Similarity NPC164840
0.8462 Intermediate Similarity NPC241290
0.8462 Intermediate Similarity NPC209944
0.8442 Intermediate Similarity NPC87604
0.8442 Intermediate Similarity NPC474216
0.8421 Intermediate Similarity NPC129165
0.8421 Intermediate Similarity NPC477925
0.8421 Intermediate Similarity NPC247325
0.8421 Intermediate Similarity NPC244488
0.8421 Intermediate Similarity NPC274079
0.8421 Intermediate Similarity NPC134330
0.8421 Intermediate Similarity NPC106432
0.84 Intermediate Similarity NPC100334
0.8378 Intermediate Similarity NPC167706
0.8378 Intermediate Similarity NPC477792
0.8378 Intermediate Similarity NPC471272
0.8378 Intermediate Similarity NPC471268
0.8378 Intermediate Similarity NPC23954
0.8378 Intermediate Similarity NPC471271
0.8378 Intermediate Similarity NPC110799
0.8375 Intermediate Similarity NPC317458
0.8356 Intermediate Similarity NPC474248
0.8354 Intermediate Similarity NPC242350
0.8354 Intermediate Similarity NPC47761
0.8333 Intermediate Similarity NPC11216
0.8333 Intermediate Similarity NPC197805
0.8333 Intermediate Similarity NPC295668
0.8333 Intermediate Similarity NPC3345
0.8333 Intermediate Similarity NPC472463
0.8333 Intermediate Similarity NPC291484
0.8333 Intermediate Similarity NPC80561
0.8333 Intermediate Similarity NPC204188
0.8333 Intermediate Similarity NPC329596
0.8313 Intermediate Similarity NPC474668
0.8312 Intermediate Similarity NPC157996
0.8312 Intermediate Similarity NPC40394
0.8312 Intermediate Similarity NPC477924
0.8312 Intermediate Similarity NPC34177
0.8312 Intermediate Similarity NPC472805
0.8312 Intermediate Similarity NPC101475
0.8312 Intermediate Similarity NPC90979
0.8293 Intermediate Similarity NPC293287
0.8293 Intermediate Similarity NPC152808
0.8293 Intermediate Similarity NPC139724
0.8289 Intermediate Similarity NPC313179
0.8289 Intermediate Similarity NPC141071
0.8289 Intermediate Similarity NPC471723
0.8289 Intermediate Similarity NPC69383
0.8289 Intermediate Similarity NPC257347
0.8289 Intermediate Similarity NPC171148
0.8272 Intermediate Similarity NPC470077
0.8272 Intermediate Similarity NPC474047
0.8272 Intermediate Similarity NPC102048
0.8272 Intermediate Similarity NPC231310
0.8272 Intermediate Similarity NPC238485
0.8272 Intermediate Similarity NPC205845
0.8267 Intermediate Similarity NPC220939
0.8267 Intermediate Similarity NPC265485
0.825 Intermediate Similarity NPC202389
0.825 Intermediate Similarity NPC248886
0.825 Intermediate Similarity NPC304285
0.825 Intermediate Similarity NPC470049
0.825 Intermediate Similarity NPC189972
0.825 Intermediate Similarity NPC101462
0.8243 Intermediate Similarity NPC92801
0.8235 Intermediate Similarity NPC97404
0.8235 Intermediate Similarity NPC41554
0.8228 Intermediate Similarity NPC26117
0.8228 Intermediate Similarity NPC281880
0.8219 Intermediate Similarity NPC208999
0.8214 Intermediate Similarity NPC477917
0.8214 Intermediate Similarity NPC187785
0.8214 Intermediate Similarity NPC16265
0.8214 Intermediate Similarity NPC470361
0.8214 Intermediate Similarity NPC259875
0.8205 Intermediate Similarity NPC158662
0.8205 Intermediate Similarity NPC98386
0.8205 Intermediate Similarity NPC148977
0.8205 Intermediate Similarity NPC99168
0.8205 Intermediate Similarity NPC196753
0.8205 Intermediate Similarity NPC300499
0.8205 Intermediate Similarity NPC470396
0.8205 Intermediate Similarity NPC253807
0.8205 Intermediate Similarity NPC230295
0.8205 Intermediate Similarity NPC473943
0.8205 Intermediate Similarity NPC22955
0.8205 Intermediate Similarity NPC474989
0.8194 Intermediate Similarity NPC286669
0.8194 Intermediate Similarity NPC476406
0.8194 Intermediate Similarity NPC222366
0.8194 Intermediate Similarity NPC476039
0.8194 Intermediate Similarity NPC202017
0.8182 Intermediate Similarity NPC122418
0.8182 Intermediate Similarity NPC96319
0.8182 Intermediate Similarity NPC265328
0.8182 Intermediate Similarity NPC120098
0.8182 Intermediate Similarity NPC470362
0.8182 Intermediate Similarity NPC290598
0.8182 Intermediate Similarity NPC107059
0.8182 Intermediate Similarity NPC113733
0.8182 Intermediate Similarity NPC30590
0.8182 Intermediate Similarity NPC189883
0.8182 Intermediate Similarity NPC321381
0.8182 Intermediate Similarity NPC27765
0.8182 Intermediate Similarity NPC321016
0.8171 Intermediate Similarity NPC318390
0.8171 Intermediate Similarity NPC274448
0.8169 Intermediate Similarity NPC68656
0.8148 Intermediate Similarity NPC79945
0.8148 Intermediate Similarity NPC474634
0.8148 Intermediate Similarity NPC82623
0.8148 Intermediate Similarity NPC477818
0.8148 Intermediate Similarity NPC470384
0.8148 Intermediate Similarity NPC475789
0.8133 Intermediate Similarity NPC164022
0.8125 Intermediate Similarity NPC474752
0.8125 Intermediate Similarity NPC474683
0.8125 Intermediate Similarity NPC474759
0.8125 Intermediate Similarity NPC142163
0.8125 Intermediate Similarity NPC470383
0.8125 Intermediate Similarity NPC474731
0.8125 Intermediate Similarity NPC159148
0.8125 Intermediate Similarity NPC82986
0.8125 Intermediate Similarity NPC7505
0.8101 Intermediate Similarity NPC100906
0.8101 Intermediate Similarity NPC1319
0.8101 Intermediate Similarity NPC291379
0.8101 Intermediate Similarity NPC53744
0.8082 Intermediate Similarity NPC269077
0.8082 Intermediate Similarity NPC171225
0.8082 Intermediate Similarity NPC253303
0.8082 Intermediate Similarity NPC114651
0.8077 Intermediate Similarity NPC155986

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC253190 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
0.8289 Intermediate Similarity NPD8264 Approved
0.8193 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD7645 Phase 2
0.8052 Intermediate Similarity NPD6942 Approved
0.8052 Intermediate Similarity NPD7339 Approved
0.7875 Intermediate Similarity NPD6929 Approved
0.7778 Intermediate Similarity NPD7332 Phase 2
0.7778 Intermediate Similarity NPD6931 Approved
0.7778 Intermediate Similarity NPD7525 Registered
0.7778 Intermediate Similarity NPD7514 Phase 3
0.7778 Intermediate Similarity NPD6930 Phase 2
0.775 Intermediate Similarity NPD7145 Approved
0.7683 Intermediate Similarity NPD6902 Approved
0.7625 Intermediate Similarity NPD6925 Approved
0.7625 Intermediate Similarity NPD5776 Phase 2
0.759 Intermediate Similarity NPD3667 Approved
0.7531 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6695 Phase 3
0.7468 Intermediate Similarity NPD6924 Approved
0.7468 Intermediate Similarity NPD6926 Approved
0.7442 Intermediate Similarity NPD3618 Phase 1
0.7436 Intermediate Similarity NPD7152 Approved
0.7436 Intermediate Similarity NPD7150 Approved
0.7436 Intermediate Similarity NPD7151 Approved
0.7412 Intermediate Similarity NPD4786 Approved
0.7412 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD6932 Approved
0.7326 Intermediate Similarity NPD6893 Approved
0.7308 Intermediate Similarity NPD7144 Approved
0.7308 Intermediate Similarity NPD7143 Approved
0.7284 Intermediate Similarity NPD6933 Approved
0.7262 Intermediate Similarity NPD6898 Phase 1
0.725 Intermediate Similarity NPD4785 Approved
0.725 Intermediate Similarity NPD4784 Approved
0.7234 Intermediate Similarity NPD7640 Approved
0.7234 Intermediate Similarity NPD7639 Approved
0.7222 Intermediate Similarity NPD6079 Approved
0.7215 Intermediate Similarity NPD4243 Approved
0.7209 Intermediate Similarity NPD3133 Approved
0.7209 Intermediate Similarity NPD3665 Phase 1
0.7209 Intermediate Similarity NPD3666 Approved
0.7191 Intermediate Similarity NPD5328 Approved
0.7179 Intermediate Similarity NPD6922 Approved
0.7179 Intermediate Similarity NPD6923 Approved
0.7162 Intermediate Similarity NPD368 Approved
0.7159 Intermediate Similarity NPD7750 Discontinued
0.7159 Intermediate Similarity NPD7524 Approved
0.7143 Intermediate Similarity NPD4748 Discontinued
0.7143 Intermediate Similarity NPD7509 Discontinued
0.7128 Intermediate Similarity NPD7638 Approved
0.7045 Intermediate Similarity NPD4623 Approved
0.7045 Intermediate Similarity NPD4519 Discontinued
0.7042 Intermediate Similarity NPD342 Phase 1
0.7033 Intermediate Similarity NPD7515 Phase 2
0.7024 Intermediate Similarity NPD6683 Phase 2
0.7024 Intermediate Similarity NPD4195 Approved
0.6957 Remote Similarity NPD4202 Approved
0.6951 Remote Similarity NPD4190 Phase 3
0.6951 Remote Similarity NPD5275 Approved
0.6944 Remote Similarity NPD4219 Approved
0.6915 Remote Similarity NPD5222 Approved
0.6915 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6915 Remote Similarity NPD5221 Approved
0.6914 Remote Similarity NPD4732 Discontinued
0.6907 Remote Similarity NPD5211 Phase 2
0.6854 Remote Similarity NPD5279 Phase 3
0.6848 Remote Similarity NPD7087 Discontinued
0.6848 Remote Similarity NPD7637 Suspended
0.6842 Remote Similarity NPD5173 Approved
0.6818 Remote Similarity NPD3668 Phase 3
0.6774 Remote Similarity NPD5779 Approved
0.6774 Remote Similarity NPD5778 Approved
0.6771 Remote Similarity NPD4225 Approved
0.6771 Remote Similarity NPD5290 Discontinued
0.6768 Remote Similarity NPD5141 Approved
0.6744 Remote Similarity NPD4695 Discontinued
0.6739 Remote Similarity NPD7136 Phase 2
0.6737 Remote Similarity NPD4697 Phase 3
0.6702 Remote Similarity NPD7748 Approved
0.6701 Remote Similarity NPD4696 Approved
0.6701 Remote Similarity NPD5285 Approved
0.6701 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6633 Remote Similarity NPD5223 Approved
0.663 Remote Similarity NPD4753 Phase 2
0.6596 Remote Similarity NPD6399 Phase 3
0.6591 Remote Similarity NPD4221 Approved
0.6591 Remote Similarity NPD4223 Phase 3
0.6566 Remote Similarity NPD7632 Discontinued
0.6566 Remote Similarity NPD4633 Approved
0.6566 Remote Similarity NPD5224 Approved
0.6566 Remote Similarity NPD5225 Approved
0.6566 Remote Similarity NPD5226 Approved
0.6556 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4700 Approved
0.65 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD5175 Approved
0.6495 Remote Similarity NPD7902 Approved
0.6489 Remote Similarity NPD6411 Approved
0.6458 Remote Similarity NPD4629 Approved
0.6458 Remote Similarity NPD5210 Approved
0.6452 Remote Similarity NPD6051 Approved
0.6444 Remote Similarity NPD4197 Approved
0.6442 Remote Similarity NPD4634 Approved
0.6374 Remote Similarity NPD1696 Phase 3
0.6374 Remote Similarity NPD5329 Approved
0.6364 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6337 Remote Similarity NPD4754 Approved
0.6322 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6322 Remote Similarity NPD3617 Approved
0.6311 Remote Similarity NPD5697 Approved
0.6304 Remote Similarity NPD4688 Approved
0.6304 Remote Similarity NPD5205 Approved
0.6304 Remote Similarity NPD5690 Phase 2
0.6304 Remote Similarity NPD4689 Approved
0.6304 Remote Similarity NPD4690 Approved
0.6304 Remote Similarity NPD7521 Approved
0.6304 Remote Similarity NPD7334 Approved
0.6304 Remote Similarity NPD4138 Approved
0.6304 Remote Similarity NPD7146 Approved
0.6304 Remote Similarity NPD6684 Approved
0.6304 Remote Similarity NPD5330 Approved
0.6304 Remote Similarity NPD4693 Phase 3
0.6304 Remote Similarity NPD6409 Approved
0.6304 Remote Similarity NPD3574 Clinical (unspecified phase)
0.63 Remote Similarity NPD5344 Discontinued
0.63 Remote Similarity NPD4159 Approved
0.6277 Remote Similarity NPD6101 Approved
0.6277 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD6011 Approved
0.625 Remote Similarity NPD6881 Approved
0.625 Remote Similarity NPD5168 Approved
0.625 Remote Similarity NPD6899 Approved
0.625 Remote Similarity NPD6686 Approved
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD4729 Approved
0.6239 Remote Similarity NPD7115 Discovery
0.6237 Remote Similarity NPD3573 Approved
0.6222 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4768 Approved
0.6214 Remote Similarity NPD6675 Approved
0.6214 Remote Similarity NPD7128 Approved
0.6214 Remote Similarity NPD4767 Approved
0.6214 Remote Similarity NPD5739 Approved
0.6214 Remote Similarity NPD6402 Approved
0.619 Remote Similarity NPD6014 Approved
0.619 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD6013 Approved
0.6186 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7900 Approved
0.617 Remote Similarity NPD6903 Approved
0.617 Remote Similarity NPD4723 Approved
0.617 Remote Similarity NPD4722 Approved
0.617 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6163 Remote Similarity NPD3703 Phase 2
0.6162 Remote Similarity NPD6084 Phase 2
0.6162 Remote Similarity NPD6083 Phase 2
0.6154 Remote Similarity NPD4788 Approved
0.6154 Remote Similarity NPD5701 Approved
0.6154 Remote Similarity NPD6412 Phase 2
0.6145 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6145 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6145 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7102 Approved
0.6132 Remote Similarity NPD7290 Approved
0.6132 Remote Similarity NPD5135 Approved
0.6132 Remote Similarity NPD6883 Approved
0.6132 Remote Similarity NPD5247 Approved
0.6132 Remote Similarity NPD5169 Approved
0.6132 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5249 Phase 3
0.6132 Remote Similarity NPD5248 Approved
0.6132 Remote Similarity NPD5251 Approved
0.6132 Remote Similarity NPD5250 Approved
0.6129 Remote Similarity NPD4694 Approved
0.6129 Remote Similarity NPD5280 Approved
0.6095 Remote Similarity NPD5128 Approved
0.6095 Remote Similarity NPD7320 Approved
0.6091 Remote Similarity NPD6009 Approved
0.6087 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6076 Remote Similarity NPD4192 Approved
0.6076 Remote Similarity NPD4193 Approved
0.6076 Remote Similarity NPD4191 Approved
0.6076 Remote Similarity NPD4194 Approved
0.6075 Remote Similarity NPD5216 Approved
0.6075 Remote Similarity NPD5217 Approved
0.6075 Remote Similarity NPD6650 Approved
0.6075 Remote Similarity NPD5127 Approved
0.6075 Remote Similarity NPD6649 Approved
0.6075 Remote Similarity NPD6869 Approved
0.6075 Remote Similarity NPD6847 Approved
0.6075 Remote Similarity NPD6617 Approved
0.6075 Remote Similarity NPD8130 Phase 1
0.6075 Remote Similarity NPD5215 Approved
0.6071 Remote Similarity NPD4787 Phase 1
0.6058 Remote Similarity NPD6640 Phase 3
0.604 Remote Similarity NPD6648 Approved

Structure

External Identifiers

PubChem CID   71725775
ChEMBL   CHEMBL2385630
ZINC  

Physicochemical Properties

Molecular Weight:  302.22
ALogP:  1.2647
MLogP:  3.44
XLogP:  5.383
# Rotatable Bonds:  7
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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