Natural Product: NPC242001

Natural Product ID:  NPC242001
Common Name:   11R-Isopimara-8(14),15-Diene-11,18-Diol
IUPAC Name:   (2R,4R,4aS,4bS,8R,8aR)-2-ethenyl-8-(hydroxymethyl)-2,4b,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-ol
Synonyms:  
Molecular Formula:   C20H32O2
Standard InCHIKey:  LFURJFUZFIKWSM-FZWBFHRNSA-N
Standard InCHI:  InChI=1S/C20H32O2/c1-5-18(2)11-14-7-8-16-19(3,13-21)9-6-10-20(16,4)17(14)15(22)12-18/h5,11,15-17,21-22H,1,6-10,12-13H2,2-4H3/t15-,16+,17-,18-,19+,20+/m1/s1
Canonical SMILES:  C=C[C@@]1(C)C[C@@H](O)[C@H]2C(=C1)CC[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
NPT660 Cell Line SW480 Homo sapiens IC50 > 40000 nM 21481593
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
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40000 nM 22361132
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 21761866

  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 NPC242001 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
0.9848 High Similarity NPC145498
0.9706 High Similarity NPC477138
0.9706 High Similarity NPC243342
0.9565 High Similarity NPC291503
0.9559 High Similarity NPC471799
0.942 High Similarity NPC91858
0.942 High Similarity NPC471797
0.9296 High Similarity NPC91594
0.9296 High Similarity NPC471798
0.9286 High Similarity NPC66566
0.9286 High Similarity NPC477923
0.9275 High Similarity NPC182717
0.9155 High Similarity NPC274079
0.9155 High Similarity NPC477925
0.9104 High Similarity NPC197805
0.9041 High Similarity NPC100906
0.9028 High Similarity NPC477924
0.9 High Similarity NPC68443
0.8971 High Similarity NPC208999
0.8955 High Similarity NPC476039
0.8955 High Similarity NPC222366
0.8955 High Similarity NPC286669
0.8919 High Similarity NPC96362
0.8919 High Similarity NPC287749
0.8904 High Similarity NPC22955
0.8904 High Similarity NPC83351
0.8904 High Similarity NPC474989
0.8904 High Similarity NPC99168
0.8904 High Similarity NPC470396
0.8904 High Similarity NPC476314
0.8904 High Similarity NPC167891
0.8889 High Similarity NPC106432
0.8889 High Similarity NPC134330
0.8889 High Similarity NPC113733
0.8889 High Similarity NPC253190
0.8889 High Similarity NPC107059
0.8889 High Similarity NPC129165
0.8889 High Similarity NPC265588
0.8889 High Similarity NPC321016
0.8889 High Similarity NPC321381
0.8873 High Similarity NPC100334
0.8857 High Similarity NPC110799
0.8857 High Similarity NPC167706
0.88 High Similarity NPC476646
0.88 High Similarity NPC142163
0.8784 High Similarity NPC53744
0.8784 High Similarity NPC291379
0.8767 High Similarity NPC198968
0.8767 High Similarity NPC40394
0.8767 High Similarity NPC34177
0.8767 High Similarity NPC130136
0.8767 High Similarity NPC155986
0.8767 High Similarity NPC318495
0.8767 High Similarity NPC472805
0.8767 High Similarity NPC101475
0.8767 High Similarity NPC157996
0.8767 High Similarity NPC90979
0.875 High Similarity NPC285893
0.875 High Similarity NPC28657
0.875 High Similarity NPC162742
0.875 High Similarity NPC304309
0.875 High Similarity NPC141071
0.875 High Similarity NPC230301
0.875 High Similarity NPC134847
0.875 High Similarity NPC288035
0.875 High Similarity NPC257347
0.875 High Similarity NPC22105
0.875 High Similarity NPC136188
0.875 High Similarity NPC471723
0.8714 High Similarity NPC34834
0.8714 High Similarity NPC92801
0.8696 High Similarity NPC32055
0.8676 High Similarity NPC149680
0.8667 High Similarity NPC241290
0.8667 High Similarity NPC164840
0.8667 High Similarity NPC209944
0.8667 High Similarity NPC234193
0.8657 High Similarity NPC225415
0.8657 High Similarity NPC290367
0.8649 High Similarity NPC300499
0.8649 High Similarity NPC196753
0.8649 High Similarity NPC76931
0.8649 High Similarity NPC98386
0.8649 High Similarity NPC230295
0.8649 High Similarity NPC158662
0.8649 High Similarity NPC477522
0.8649 High Similarity NPC87604
0.8649 High Similarity NPC275910
0.8649 High Similarity NPC253807
0.8649 High Similarity NPC307965
0.8649 High Similarity NPC18603
0.8649 High Similarity NPC474216
0.8649 High Similarity NPC473943
0.863 High Similarity NPC290598
0.863 High Similarity NPC27765
0.863 High Similarity NPC300324
0.863 High Similarity NPC265328
0.863 High Similarity NPC106364
0.863 High Similarity NPC30590
0.863 High Similarity NPC122418
0.863 High Similarity NPC240604
0.863 High Similarity NPC470362
0.863 High Similarity NPC120098
0.863 High Similarity NPC189883
0.863 High Similarity NPC96319
0.8611 High Similarity NPC469533
0.8611 High Similarity NPC469593
0.8611 High Similarity NPC306727
0.8611 High Similarity NPC469534
0.8571 High Similarity NPC82538
0.8571 High Similarity NPC9942
0.8571 High Similarity NPC237795
0.8553 High Similarity NPC474531
0.8553 High Similarity NPC47761
0.8553 High Similarity NPC249423
0.8553 High Similarity NPC264245
0.8551 High Similarity NPC68703
0.8551 High Similarity NPC69649
0.8533 High Similarity NPC30986
0.8533 High Similarity NPC472463
0.8533 High Similarity NPC143182
0.8533 High Similarity NPC1319
0.8533 High Similarity NPC209430
0.8533 High Similarity NPC28862
0.8533 High Similarity NPC47982
0.8533 High Similarity NPC81306
0.8533 High Similarity NPC328714
0.8533 High Similarity NPC109546
0.8533 High Similarity NPC84694
0.8529 High Similarity NPC163678
0.8514 High Similarity NPC214570
0.8514 High Similarity NPC470758
0.8514 High Similarity NPC470711
0.8514 High Similarity NPC34019
0.8493 Intermediate Similarity NPC34700
0.8493 Intermediate Similarity NPC138374
0.8472 Intermediate Similarity NPC474140
0.8442 Intermediate Similarity NPC248886
0.8442 Intermediate Similarity NPC49964
0.8442 Intermediate Similarity NPC50964
0.8429 Intermediate Similarity NPC216460
0.8421 Intermediate Similarity NPC26117
0.8421 Intermediate Similarity NPC295131
0.8421 Intermediate Similarity NPC236112
0.8406 Intermediate Similarity NPC476406
0.84 Intermediate Similarity NPC11908
0.84 Intermediate Similarity NPC167037
0.84 Intermediate Similarity NPC477514
0.84 Intermediate Similarity NPC138621
0.84 Intermediate Similarity NPC244385
0.84 Intermediate Similarity NPC72507
0.84 Intermediate Similarity NPC148977
0.84 Intermediate Similarity NPC6978
0.84 Intermediate Similarity NPC285761
0.8382 Intermediate Similarity NPC144650
0.8378 Intermediate Similarity NPC237460
0.8378 Intermediate Similarity NPC244488
0.8378 Intermediate Similarity NPC202642
0.8378 Intermediate Similarity NPC73875
0.8378 Intermediate Similarity NPC470749
0.8378 Intermediate Similarity NPC247325
0.8378 Intermediate Similarity NPC46160
0.8356 Intermediate Similarity NPC27395
0.8356 Intermediate Similarity NPC476366
0.8356 Intermediate Similarity NPC201048
0.8356 Intermediate Similarity NPC329090
0.8333 Intermediate Similarity NPC317458
0.8333 Intermediate Similarity NPC470384
0.8333 Intermediate Similarity NPC164022
0.8312 Intermediate Similarity NPC82986
0.8312 Intermediate Similarity NPC116202
0.8312 Intermediate Similarity NPC474731
0.8312 Intermediate Similarity NPC209620
0.8312 Intermediate Similarity NPC14151
0.8312 Intermediate Similarity NPC470383
0.8312 Intermediate Similarity NPC474752
0.8312 Intermediate Similarity NPC242350
0.8312 Intermediate Similarity NPC7505
0.8312 Intermediate Similarity NPC474759
0.8312 Intermediate Similarity NPC23852
0.8312 Intermediate Similarity NPC474683
0.831 Intermediate Similarity NPC471560
0.831 Intermediate Similarity NPC210323
0.8289 Intermediate Similarity NPC80530
0.8289 Intermediate Similarity NPC273410
0.8286 Intermediate Similarity NPC114651
0.8261 Intermediate Similarity NPC60837
0.8261 Intermediate Similarity NPC282619
0.8261 Intermediate Similarity NPC2728
0.8261 Intermediate Similarity NPC172613
0.8261 Intermediate Similarity NPC11555
0.8261 Intermediate Similarity NPC208198
0.825 Intermediate Similarity NPC261266
0.8243 Intermediate Similarity NPC121744
0.8243 Intermediate Similarity NPC319090
0.8243 Intermediate Similarity NPC313179
0.8243 Intermediate Similarity NPC118508
0.8243 Intermediate Similarity NPC471468
0.8243 Intermediate Similarity NPC32832
0.8243 Intermediate Similarity NPC322353

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC242001 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
0.875 High Similarity NPD7339 Approved
0.875 High Similarity NPD6942 Approved
0.863 High Similarity NPD3701 Clinical (unspecified phase)
0.8533 High Similarity NPD7645 Phase 2
0.8356 Intermediate Similarity NPD6926 Approved
0.8356 Intermediate Similarity NPD6924 Approved
0.8243 Intermediate Similarity NPD8264 Approved
0.8194 Intermediate Similarity NPD7143 Approved
0.8194 Intermediate Similarity NPD7144 Approved
0.8182 Intermediate Similarity NPD7525 Registered
0.8133 Intermediate Similarity NPD6933 Approved
0.8108 Intermediate Similarity NPD4784 Approved
0.8108 Intermediate Similarity NPD4785 Approved
0.8082 Intermediate Similarity NPD7151 Approved
0.8082 Intermediate Similarity NPD7152 Approved
0.8082 Intermediate Similarity NPD7150 Approved
0.8056 Intermediate Similarity NPD6923 Approved
0.8056 Intermediate Similarity NPD6922 Approved
0.8 Intermediate Similarity NPD4786 Approved
0.7975 Intermediate Similarity NPD3667 Approved
0.7949 Intermediate Similarity NPD7509 Discontinued
0.7838 Intermediate Similarity NPD4243 Approved
0.7821 Intermediate Similarity NPD6929 Approved
0.7792 Intermediate Similarity NPD6932 Approved
0.7722 Intermediate Similarity NPD6930 Phase 2
0.7722 Intermediate Similarity NPD6931 Approved
0.7692 Intermediate Similarity NPD7145 Approved
0.7692 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD3618 Phase 1
0.7564 Intermediate Similarity NPD5776 Phase 2
0.7564 Intermediate Similarity NPD6925 Approved
0.7561 Intermediate Similarity NPD3665 Phase 1
0.7561 Intermediate Similarity NPD3133 Approved
0.7561 Intermediate Similarity NPD3666 Approved
0.7558 Intermediate Similarity NPD6079 Approved
0.7529 Intermediate Similarity NPD5328 Approved
0.75 Intermediate Similarity NPD7514 Phase 3
0.75 Intermediate Similarity NPD4748 Discontinued
0.75 Intermediate Similarity NPD7332 Phase 2
0.75 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD6695 Phase 3
0.7407 Intermediate Similarity NPD6902 Approved
0.7375 Intermediate Similarity NPD6683 Phase 2
0.7375 Intermediate Similarity NPD4195 Approved
0.7356 Intermediate Similarity NPD7515 Phase 2
0.7349 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5275 Approved
0.7308 Intermediate Similarity NPD4190 Phase 3
0.7284 Intermediate Similarity NPD4695 Discontinued
0.7262 Intermediate Similarity NPD6893 Approved
0.7195 Intermediate Similarity NPD6898 Phase 1
0.7176 Intermediate Similarity NPD5279 Phase 3
0.7159 Intermediate Similarity NPD6411 Approved
0.7143 Intermediate Similarity NPD3668 Phase 3
0.7093 Intermediate Similarity NPD7524 Approved
0.7093 Intermediate Similarity NPD7750 Discontinued
0.7079 Intermediate Similarity NPD6399 Phase 3
0.7079 Intermediate Similarity NPD4202 Approved
0.7033 Intermediate Similarity NPD5221 Approved
0.7033 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD5222 Approved
0.7 Intermediate Similarity NPD7748 Approved
0.6957 Remote Similarity NPD5173 Approved
0.6932 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6932 Remote Similarity NPD6101 Approved
0.6932 Remote Similarity NPD4753 Phase 2
0.6905 Remote Similarity NPD4221 Approved
0.6905 Remote Similarity NPD4223 Phase 3
0.6882 Remote Similarity NPD5290 Discontinued
0.6867 Remote Similarity NPD8259 Clinical (unspecified phase)
0.686 Remote Similarity NPD7520 Clinical (unspecified phase)
0.686 Remote Similarity NPD5329 Approved
0.6849 Remote Similarity NPD368 Approved
0.6848 Remote Similarity NPD4697 Phase 3
0.6809 Remote Similarity NPD5286 Approved
0.6809 Remote Similarity NPD4696 Approved
0.6809 Remote Similarity NPD5285 Approved
0.6782 Remote Similarity NPD6409 Approved
0.6782 Remote Similarity NPD4623 Approved
0.6782 Remote Similarity NPD4519 Discontinued
0.6782 Remote Similarity NPD7334 Approved
0.6782 Remote Similarity NPD7146 Approved
0.6782 Remote Similarity NPD5330 Approved
0.6782 Remote Similarity NPD7521 Approved
0.6782 Remote Similarity NPD6684 Approved
0.6778 Remote Similarity NPD7087 Discontinued
0.6774 Remote Similarity NPD4755 Approved
0.6774 Remote Similarity NPD7902 Approved
0.6744 Remote Similarity NPD4197 Approved
0.6739 Remote Similarity NPD5210 Approved
0.6739 Remote Similarity NPD4629 Approved
0.6737 Remote Similarity NPD5223 Approved
0.6714 Remote Similarity NPD342 Phase 1
0.6702 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD7136 Phase 2
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6632 Remote Similarity NPD7639 Approved
0.6632 Remote Similarity NPD7640 Approved
0.6632 Remote Similarity NPD4700 Approved
0.6629 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6629 Remote Similarity NPD6903 Approved
0.6628 Remote Similarity NPD4788 Approved
0.6627 Remote Similarity NPD3617 Approved
0.662 Remote Similarity NPD4219 Approved
0.6598 Remote Similarity NPD5174 Approved
0.6598 Remote Similarity NPD5175 Approved
0.6596 Remote Similarity NPD6084 Phase 2
0.6596 Remote Similarity NPD6083 Phase 2
0.6593 Remote Similarity NPD7637 Suspended
0.6591 Remote Similarity NPD4690 Approved
0.6591 Remote Similarity NPD4689 Approved
0.6591 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4688 Approved
0.6591 Remote Similarity NPD4693 Phase 3
0.6591 Remote Similarity NPD4138 Approved
0.6591 Remote Similarity NPD5690 Phase 2
0.6591 Remote Similarity NPD5205 Approved
0.6556 Remote Similarity NPD6051 Approved
0.6556 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6531 Remote Similarity NPD5141 Approved
0.6526 Remote Similarity NPD4225 Approved
0.6522 Remote Similarity NPD5778 Approved
0.6522 Remote Similarity NPD5779 Approved
0.65 Remote Similarity NPD6881 Approved
0.65 Remote Similarity NPD6899 Approved
0.6465 Remote Similarity NPD6402 Approved
0.6465 Remote Similarity NPD7128 Approved
0.6465 Remote Similarity NPD6675 Approved
0.6465 Remote Similarity NPD5739 Approved
0.6456 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7900 Approved
0.6444 Remote Similarity NPD4723 Approved
0.6444 Remote Similarity NPD5737 Approved
0.6444 Remote Similarity NPD4722 Approved
0.6444 Remote Similarity NPD6672 Approved
0.6429 Remote Similarity NPD4754 Approved
0.642 Remote Similarity NPD4732 Discontinued
0.6404 Remote Similarity NPD4694 Approved
0.6404 Remote Similarity NPD5280 Approved
0.64 Remote Similarity NPD5697 Approved
0.6375 Remote Similarity NPD4787 Phase 1
0.6373 Remote Similarity NPD7102 Approved
0.6373 Remote Similarity NPD7290 Approved
0.6373 Remote Similarity NPD6883 Approved
0.6337 Remote Similarity NPD4730 Approved
0.6337 Remote Similarity NPD4729 Approved
0.6337 Remote Similarity NPD6011 Approved
0.6337 Remote Similarity NPD5168 Approved
0.6337 Remote Similarity NPD7320 Approved
0.6333 Remote Similarity NPD3573 Approved
0.6311 Remote Similarity NPD6649 Approved
0.6311 Remote Similarity NPD6869 Approved
0.6311 Remote Similarity NPD8130 Phase 1
0.6311 Remote Similarity NPD6847 Approved
0.6311 Remote Similarity NPD6617 Approved
0.6311 Remote Similarity NPD6650 Approved
0.63 Remote Similarity NPD4767 Approved
0.63 Remote Similarity NPD4768 Approved
0.6296 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6275 Remote Similarity NPD6012 Approved
0.6275 Remote Similarity NPD6373 Approved
0.6275 Remote Similarity NPD6372 Approved
0.6275 Remote Similarity NPD6014 Approved
0.6275 Remote Similarity NPD6013 Approved
0.6264 Remote Similarity NPD4518 Approved
0.625 Remote Similarity NPD3700 Clinical (unspecified phase)
0.625 Remote Similarity NPD3699 Clinical (unspecified phase)
0.625 Remote Similarity NPD6882 Approved
0.625 Remote Similarity NPD4137 Phase 3
0.625 Remote Similarity NPD8297 Approved
0.6238 Remote Similarity NPD6412 Phase 2
0.6238 Remote Similarity NPD5701 Approved
0.6237 Remote Similarity NPD8035 Phase 2
0.6237 Remote Similarity NPD8034 Phase 2
0.6237 Remote Similarity NPD5284 Approved
0.6237 Remote Similarity NPD5281 Approved
0.6235 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6224 Remote Similarity NPD4159 Approved
0.6222 Remote Similarity NPD6098 Approved
0.6214 Remote Similarity NPD5247 Approved
0.6214 Remote Similarity NPD5251 Approved
0.6214 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5248 Approved
0.6214 Remote Similarity NPD5135 Approved
0.6214 Remote Similarity NPD4634 Approved
0.6214 Remote Similarity NPD5250 Approved
0.6214 Remote Similarity NPD5169 Approved
0.6214 Remote Similarity NPD5249 Phase 3
0.6211 Remote Similarity NPD5695 Phase 3
0.6207 Remote Similarity NPD4139 Approved
0.6207 Remote Similarity NPD4692 Approved
0.619 Remote Similarity NPD1346 Approved
0.6186 Remote Similarity NPD5696 Approved
0.618 Remote Similarity NPD6400 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71725771
ChEMBL   CHEMBL2385626
ZINC  

Physicochemical Properties

Molecular Weight:  304.24
ALogP:  0.7923
MLogP:  3.44
XLogP:  4.946
# Rotatable Bonds:  7
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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