Natural Product: NPC476314

Natural Product ID:  NPC476314
Common Name:   Rel-15(Zeta),16-Epoxy-7Alpha-Hydroxypimar-8,14-Ene
IUPAC Name:   (4aS,4bR,7S,9R,10aS)-1,1,4a,7-tetramethyl-7-(oxiran-2-yl)-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-9-ol
Synonyms:  
Molecular Formula:   C20H32O2
Standard InCHIKey:  MNAWTFGICGSIKM-YKYKTHHOSA-N
Standard InCHI:  InChI=1S/C20H32O2/c1-18(2)7-5-8-20(4)14-6-9-19(3,17-12-22-17)11-13(14)15(21)10-16(18)20/h11,14-17,21H,5-10,12H2,1-4H3/t14-,15+,16-,17?,19-,20+/m0/s1
Canonical SMILES:  O[C@@H]1C[C@H]2C(C)(C)CCC[C@@]2([C@@H]2C1=C[C@](C)(CC2)C1CO1)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
NPO25510 Plectranthus ernstii Species Lamiaceae Eukaryota PMID[19445517]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MIC = 16 ug/ml 15387656
NPT1176 Organism Mycobacterium fortuitum Mycobacterium fortuitum MIC = 16 ug/ml 10479316
NPT1177 Organism Mycobacterium phlei Mycobacterium phlei MIC = 8 ug/ml 10479316
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 15217280
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 25871261
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 24844534

  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 NPC476314 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
0.9103 High Similarity NPC475789
0.9067 High Similarity NPC91594
0.8987 High Similarity NPC474047
0.8961 High Similarity NPC96362
0.8947 High Similarity NPC83351
0.8947 High Similarity NPC167891
0.8933 High Similarity NPC253190
0.8919 High Similarity NPC243342
0.8919 High Similarity NPC306727
0.8919 High Similarity NPC477138
0.8904 High Similarity NPC242001
0.8846 High Similarity NPC476646
0.8831 High Similarity NPC109546
0.8831 High Similarity NPC81306
0.8831 High Similarity NPC30986
0.8831 High Similarity NPC84694
0.8831 High Similarity NPC143182
0.8831 High Similarity NPC28862
0.8831 High Similarity NPC209430
0.8831 High Similarity NPC47982
0.8816 High Similarity NPC470758
0.8816 High Similarity NPC470711
0.88 High Similarity NPC291503
0.88 High Similarity NPC477923
0.88 High Similarity NPC66566
0.8784 High Similarity NPC471799
0.8767 High Similarity NPC34834
0.8767 High Similarity NPC145498
0.8718 High Similarity NPC234193
0.8718 High Similarity NPC295131
0.8701 High Similarity NPC474216
0.8684 High Similarity NPC470749
0.8684 High Similarity NPC477925
0.8684 High Similarity NPC274079
0.8684 High Similarity NPC265588
0.8667 High Similarity NPC201048
0.8667 High Similarity NPC476366
0.8667 High Similarity NPC469534
0.8667 High Similarity NPC91858
0.8667 High Similarity NPC469533
0.8667 High Similarity NPC471797
0.8667 High Similarity NPC469593
0.8625 High Similarity NPC317458
0.8611 High Similarity NPC68703
0.8611 High Similarity NPC69649
0.8608 High Similarity NPC474759
0.8608 High Similarity NPC249423
0.8608 High Similarity NPC116202
0.8608 High Similarity NPC264245
0.8608 High Similarity NPC474683
0.8608 High Similarity NPC474752
0.8608 High Similarity NPC7505
0.8608 High Similarity NPC209620
0.8608 High Similarity NPC474731
0.8608 High Similarity NPC82986
0.8608 High Similarity NPC23852
0.8571 High Similarity NPC471798
0.8571 High Similarity NPC477924
0.8533 High Similarity NPC182717
0.85 High Similarity NPC50964
0.85 High Similarity NPC470049
0.85 High Similarity NPC49964
0.85 High Similarity NPC304285
0.85 High Similarity NPC189972
0.85 High Similarity NPC101462
0.8493 Intermediate Similarity NPC208999
0.8493 Intermediate Similarity NPC96484
0.8481 Intermediate Similarity NPC164840
0.8481 Intermediate Similarity NPC241290
0.8481 Intermediate Similarity NPC209944
0.8462 Intermediate Similarity NPC473943
0.8462 Intermediate Similarity NPC99168
0.8462 Intermediate Similarity NPC470396
0.8462 Intermediate Similarity NPC11908
0.8462 Intermediate Similarity NPC474989
0.8462 Intermediate Similarity NPC22955
0.8442 Intermediate Similarity NPC321016
0.8442 Intermediate Similarity NPC321381
0.8442 Intermediate Similarity NPC247325
0.8442 Intermediate Similarity NPC107059
0.8442 Intermediate Similarity NPC244488
0.8421 Intermediate Similarity NPC100334
0.8415 Intermediate Similarity NPC266511
0.8415 Intermediate Similarity NPC274448
0.84 Intermediate Similarity NPC477792
0.84 Intermediate Similarity NPC167706
0.8395 Intermediate Similarity NPC474634
0.8378 Intermediate Similarity NPC9942
0.8375 Intermediate Similarity NPC142163
0.8375 Intermediate Similarity NPC159148
0.8375 Intermediate Similarity NPC47761
0.8356 Intermediate Similarity NPC114651
0.8354 Intermediate Similarity NPC53744
0.8354 Intermediate Similarity NPC291379
0.8354 Intermediate Similarity NPC100906
0.8333 Intermediate Similarity NPC157996
0.8333 Intermediate Similarity NPC34019
0.8333 Intermediate Similarity NPC40394
0.8333 Intermediate Similarity NPC155986
0.8333 Intermediate Similarity NPC34177
0.8333 Intermediate Similarity NPC472805
0.8333 Intermediate Similarity NPC198968
0.8333 Intermediate Similarity NPC90979
0.8333 Intermediate Similarity NPC101475
0.8333 Intermediate Similarity NPC318495
0.8313 Intermediate Similarity NPC261266
0.8313 Intermediate Similarity NPC6391
0.8312 Intermediate Similarity NPC288035
0.8312 Intermediate Similarity NPC171148
0.8312 Intermediate Similarity NPC230301
0.8312 Intermediate Similarity NPC304309
0.8312 Intermediate Similarity NPC69383
0.8312 Intermediate Similarity NPC162742
0.8312 Intermediate Similarity NPC136188
0.8312 Intermediate Similarity NPC257347
0.8312 Intermediate Similarity NPC285893
0.8312 Intermediate Similarity NPC313179
0.8312 Intermediate Similarity NPC22105
0.8312 Intermediate Similarity NPC134847
0.8312 Intermediate Similarity NPC141071
0.8312 Intermediate Similarity NPC32832
0.8312 Intermediate Similarity NPC471723
0.8312 Intermediate Similarity NPC28657
0.8293 Intermediate Similarity NPC238485
0.8293 Intermediate Similarity NPC470077
0.8293 Intermediate Similarity NPC185568
0.8293 Intermediate Similarity NPC205845
0.8289 Intermediate Similarity NPC68443
0.8289 Intermediate Similarity NPC220939
0.8289 Intermediate Similarity NPC265485
0.8272 Intermediate Similarity NPC87489
0.8272 Intermediate Similarity NPC155521
0.8272 Intermediate Similarity NPC296701
0.8272 Intermediate Similarity NPC218616
0.8272 Intermediate Similarity NPC202389
0.8267 Intermediate Similarity NPC92801
0.825 Intermediate Similarity NPC287749
0.825 Intermediate Similarity NPC281880
0.8243 Intermediate Similarity NPC471238
0.8235 Intermediate Similarity NPC477917
0.8228 Intermediate Similarity NPC158662
0.8228 Intermediate Similarity NPC477522
0.8228 Intermediate Similarity NPC87604
0.8228 Intermediate Similarity NPC300499
0.8228 Intermediate Similarity NPC253807
0.8228 Intermediate Similarity NPC230295
0.8228 Intermediate Similarity NPC98386
0.8228 Intermediate Similarity NPC196753
0.8228 Intermediate Similarity NPC275910
0.8219 Intermediate Similarity NPC202017
0.8214 Intermediate Similarity NPC149224
0.8205 Intermediate Similarity NPC120098
0.8205 Intermediate Similarity NPC27765
0.8205 Intermediate Similarity NPC30590
0.8205 Intermediate Similarity NPC189883
0.8205 Intermediate Similarity NPC290598
0.8205 Intermediate Similarity NPC122418
0.8205 Intermediate Similarity NPC240604
0.8205 Intermediate Similarity NPC265328
0.8205 Intermediate Similarity NPC134330
0.8205 Intermediate Similarity NPC106364
0.8205 Intermediate Similarity NPC113733
0.8205 Intermediate Similarity NPC300324
0.8205 Intermediate Similarity NPC106432
0.8205 Intermediate Similarity NPC129165
0.8205 Intermediate Similarity NPC96319
0.8194 Intermediate Similarity NPC290367
0.8193 Intermediate Similarity NPC157257
0.8193 Intermediate Similarity NPC474349
0.8193 Intermediate Similarity NPC474189
0.8171 Intermediate Similarity NPC82623
0.8171 Intermediate Similarity NPC470384
0.8158 Intermediate Similarity NPC110799
0.8158 Intermediate Similarity NPC23954
0.8148 Intermediate Similarity NPC474531
0.814 Intermediate Similarity NPC295668
0.8133 Intermediate Similarity NPC474248
0.8133 Intermediate Similarity NPC471560
0.8125 Intermediate Similarity NPC1319
0.8125 Intermediate Similarity NPC472463
0.8125 Intermediate Similarity NPC328714
0.8118 Intermediate Similarity NPC474668
0.8118 Intermediate Similarity NPC67872
0.8118 Intermediate Similarity NPC471952
0.8108 Intermediate Similarity NPC197805
0.8101 Intermediate Similarity NPC214570
0.8101 Intermediate Similarity NPC130136
0.8095 Intermediate Similarity NPC293287
0.8095 Intermediate Similarity NPC152808
0.8095 Intermediate Similarity NPC125399
0.809 Intermediate Similarity NPC103165
0.809 Intermediate Similarity NPC210717
0.8077 Intermediate Similarity NPC34700
0.8077 Intermediate Similarity NPC138374
0.8072 Intermediate Similarity NPC102048
0.8072 Intermediate Similarity NPC231310
0.8072 Intermediate Similarity NPC306951
0.8072 Intermediate Similarity NPC319238
0.8052 Intermediate Similarity NPC474743
0.8049 Intermediate Similarity NPC248886

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476314 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
0.8354 Intermediate Similarity NPD7645 Phase 2
0.8312 Intermediate Similarity NPD6942 Approved
0.8312 Intermediate Similarity NPD7339 Approved
0.8312 Intermediate Similarity NPD8264 Approved
0.8205 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD7525 Registered
0.7791 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD6924 Approved
0.7722 Intermediate Similarity NPD6926 Approved
0.7683 Intermediate Similarity NPD6929 Approved
0.7647 Intermediate Similarity NPD4786 Approved
0.7619 Intermediate Similarity NPD3667 Approved
0.759 Intermediate Similarity NPD6930 Phase 2
0.759 Intermediate Similarity NPD6931 Approved
0.7561 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD6933 Approved
0.7529 Intermediate Similarity NPD6695 Phase 3
0.75 Intermediate Similarity NPD6902 Approved
0.7468 Intermediate Similarity NPD7151 Approved
0.7468 Intermediate Similarity NPD7150 Approved
0.7468 Intermediate Similarity NPD7152 Approved
0.7442 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD6925 Approved
0.7439 Intermediate Similarity NPD5776 Phase 2
0.7436 Intermediate Similarity NPD6923 Approved
0.7436 Intermediate Similarity NPD6922 Approved
0.7381 Intermediate Similarity NPD7332 Phase 2
0.7381 Intermediate Similarity NPD7514 Phase 3
0.7381 Intermediate Similarity NPD7509 Discontinued
0.7349 Intermediate Similarity NPD7145 Approved
0.7342 Intermediate Similarity NPD7143 Approved
0.7342 Intermediate Similarity NPD7144 Approved
0.7284 Intermediate Similarity NPD4785 Approved
0.7284 Intermediate Similarity NPD4784 Approved
0.7273 Intermediate Similarity NPD3618 Phase 1
0.725 Intermediate Similarity NPD4243 Approved
0.7222 Intermediate Similarity NPD5328 Approved
0.7191 Intermediate Similarity NPD7524 Approved
0.7191 Intermediate Similarity NPD7750 Discontinued
0.7176 Intermediate Similarity NPD4748 Discontinued
0.7159 Intermediate Similarity NPD6893 Approved
0.7093 Intermediate Similarity NPD6898 Phase 1
0.7083 Intermediate Similarity NPD7640 Approved
0.7083 Intermediate Similarity NPD7639 Approved
0.7065 Intermediate Similarity NPD7515 Phase 2
0.7065 Intermediate Similarity NPD6079 Approved
0.7045 Intermediate Similarity NPD3665 Phase 1
0.7045 Intermediate Similarity NPD3133 Approved
0.7045 Intermediate Similarity NPD3666 Approved
0.7024 Intermediate Similarity NPD6932 Approved
0.6989 Remote Similarity NPD6399 Phase 3
0.6979 Remote Similarity NPD4225 Approved
0.6979 Remote Similarity NPD7638 Approved
0.6974 Remote Similarity NPD368 Approved
0.6915 Remote Similarity NPD7748 Approved
0.6882 Remote Similarity NPD7087 Discontinued
0.686 Remote Similarity NPD6683 Phase 2
0.6854 Remote Similarity NPD3668 Phase 3
0.6849 Remote Similarity NPD342 Phase 1
0.6837 Remote Similarity NPD4159 Approved
0.6809 Remote Similarity NPD4202 Approved
0.6786 Remote Similarity NPD5275 Approved
0.6786 Remote Similarity NPD4190 Phase 3
0.6782 Remote Similarity NPD4695 Discontinued
0.6729 Remote Similarity NPD7115 Discovery
0.6703 Remote Similarity NPD4623 Approved
0.6703 Remote Similarity NPD5279 Phase 3
0.6703 Remote Similarity NPD4519 Discontinued
0.6702 Remote Similarity NPD7637 Suspended
0.6702 Remote Similarity NPD6411 Approved
0.6701 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD4195 Approved
0.6667 Remote Similarity NPD6051 Approved
0.6632 Remote Similarity NPD5778 Approved
0.6632 Remote Similarity NPD5779 Approved
0.66 Remote Similarity NPD5211 Phase 2
0.6598 Remote Similarity NPD5221 Approved
0.6598 Remote Similarity NPD4697 Phase 3
0.6598 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5222 Approved
0.6593 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6593 Remote Similarity NPD1696 Phase 3
0.6533 Remote Similarity NPD4219 Approved
0.6531 Remote Similarity NPD5173 Approved
0.6531 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD6409 Approved
0.6522 Remote Similarity NPD5330 Approved
0.6522 Remote Similarity NPD7146 Approved
0.6522 Remote Similarity NPD7334 Approved
0.6522 Remote Similarity NPD6684 Approved
0.6522 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD5344 Discontinued
0.6489 Remote Similarity NPD6101 Approved
0.6489 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5141 Approved
0.6465 Remote Similarity NPD5290 Discontinued
0.6444 Remote Similarity NPD4223 Phase 3
0.6444 Remote Similarity NPD4221 Approved
0.6436 Remote Similarity NPD7632 Discontinued
0.6421 Remote Similarity NPD7136 Phase 2
0.6413 Remote Similarity NPD5329 Approved
0.6408 Remote Similarity NPD6402 Approved
0.6408 Remote Similarity NPD7128 Approved
0.6408 Remote Similarity NPD5739 Approved
0.6408 Remote Similarity NPD6675 Approved
0.6404 Remote Similarity NPD8259 Clinical (unspecified phase)
0.64 Remote Similarity NPD5285 Approved
0.64 Remote Similarity NPD4700 Approved
0.64 Remote Similarity NPD5286 Approved
0.64 Remote Similarity NPD4696 Approved
0.6392 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6392 Remote Similarity NPD7900 Approved
0.6383 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6383 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD6084 Phase 2
0.6364 Remote Similarity NPD6083 Phase 2
0.6353 Remote Similarity NPD4732 Discontinued
0.6337 Remote Similarity NPD5223 Approved
0.6304 Remote Similarity NPD4197 Approved
0.6286 Remote Similarity NPD7320 Approved
0.6286 Remote Similarity NPD6899 Approved
0.6286 Remote Similarity NPD6881 Approved
0.6275 Remote Similarity NPD5225 Approved
0.6275 Remote Similarity NPD4633 Approved
0.6275 Remote Similarity NPD5224 Approved
0.6275 Remote Similarity NPD5226 Approved
0.6264 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6648 Approved
0.6226 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6372 Approved
0.6226 Remote Similarity NPD6373 Approved
0.6214 Remote Similarity NPD4754 Approved
0.6214 Remote Similarity NPD5174 Approved
0.6214 Remote Similarity NPD5175 Approved
0.6211 Remote Similarity NPD6672 Approved
0.6211 Remote Similarity NPD5737 Approved
0.6196 Remote Similarity NPD5362 Discontinued
0.6196 Remote Similarity NPD4788 Approved
0.619 Remote Similarity NPD4267 Clinical (unspecified phase)
0.619 Remote Similarity NPD5697 Approved
0.619 Remote Similarity NPD5701 Approved
0.6186 Remote Similarity NPD8034 Phase 2
0.6186 Remote Similarity NPD8035 Phase 2
0.618 Remote Similarity NPD5784 Clinical (unspecified phase)
0.618 Remote Similarity NPD3617 Approved
0.617 Remote Similarity NPD4688 Approved
0.617 Remote Similarity NPD4690 Approved
0.617 Remote Similarity NPD4693 Phase 3
0.617 Remote Similarity NPD4689 Approved
0.617 Remote Similarity NPD5205 Approved
0.617 Remote Similarity NPD3574 Clinical (unspecified phase)
0.617 Remote Similarity NPD4138 Approved
0.6168 Remote Similarity NPD7102 Approved
0.6168 Remote Similarity NPD7290 Approved
0.6168 Remote Similarity NPD6883 Approved
0.6162 Remote Similarity NPD5210 Approved
0.6162 Remote Similarity NPD4629 Approved
0.6146 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6011 Approved
0.6132 Remote Similarity NPD6686 Approved
0.6118 Remote Similarity NPD4787 Phase 1
0.6111 Remote Similarity NPD6847 Approved
0.6111 Remote Similarity NPD8130 Phase 1
0.6111 Remote Similarity NPD6649 Approved
0.6111 Remote Similarity NPD6869 Approved
0.6111 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6650 Approved
0.6111 Remote Similarity NPD6617 Approved
0.6105 Remote Similarity NPD3573 Approved
0.6095 Remote Similarity NPD4767 Approved
0.6095 Remote Similarity NPD6008 Approved
0.6095 Remote Similarity NPD4768 Approved
0.6095 Remote Similarity NPD6640 Phase 3
0.6082 Remote Similarity NPD3168 Discontinued
0.6075 Remote Similarity NPD6013 Approved
0.6075 Remote Similarity NPD6014 Approved
0.6075 Remote Similarity NPD6012 Approved
0.6055 Remote Similarity NPD8297 Approved
0.6055 Remote Similarity NPD6882 Approved
0.6047 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6047 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4821 Approved
0.6044 Remote Similarity NPD4820 Approved
0.6044 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4819 Approved
0.6044 Remote Similarity NPD4822 Approved
0.6042 Remote Similarity NPD4722 Approved
0.6042 Remote Similarity NPD4723 Approved
0.6038 Remote Similarity NPD6412 Phase 2
0.6022 Remote Similarity NPD5332 Approved
0.6022 Remote Similarity NPD7154 Phase 3
0.6022 Remote Similarity NPD5331 Approved
0.6019 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD4271 Approved
0.6 Remote Similarity NPD4268 Approved
0.6 Remote Similarity NPD6098 Approved
0.6 Remote Similarity NPD3699 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44179875
ChEMBL   CHEMBL563927
ZINC  

Physicochemical Properties

Molecular Weight:  304.24
ALogP:  1.1758
MLogP:  3.44
XLogP:  4.947
# Rotatable Bonds:  6
Polar Surface Area:  32.76
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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