Natural Product: NPC195155

Natural Product ID:  NPC195155
Common Name:   Olibanumol I
IUPAC Name:   1-[(1R,3aR,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bS)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]ethanone
Synonyms:  
Molecular Formula:   C29H48O2
Standard InCHIKey:  RCXANGLYPFOYKX-HMVHIDSYSA-N
Standard InCHI:  InChI=1S/C29H48O2/c1-18(30)19-10-13-26(4)16-17-28(6)20(24(19)26)8-9-22-27(5)14-12-23(31)25(2,3)21(27)11-15-29(22,28)7/h19-24,31H,8-17H2,1-7H3/t19-,20+,21-,22+,23+,24+,26+,27-,28+,29+/m0/s1
Canonical SMILES:  CC(=O)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O)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
NPO33010 euonymus carnosus Species Celastraceae Eukaryota Plant PMID[24467317]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 10000 nM 23999140
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 222908
NPT2 Others Unspecified IC50 > 10000 nM 24389510
NPT2 Others Unspecified IC50 > 10000 nM 24571273
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM 22233864
NPT2 Others Unspecified IC50 > 10000 nM 12088429

  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 NPC195155 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 NPC97534
1.0 High Similarity NPC174964
0.9857 High Similarity NPC5767
0.9857 High Similarity NPC475742
0.9718 High Similarity NPC23884
0.9718 High Similarity NPC221420
0.971 High Similarity NPC232112
0.9565 High Similarity NPC320549
0.9565 High Similarity NPC58057
0.9565 High Similarity NPC156277
0.9565 High Similarity NPC151018
0.9444 High Similarity NPC143133
0.9444 High Similarity NPC298168
0.9437 High Similarity NPC273366
0.9306 High Similarity NPC472486
0.9306 High Similarity NPC472487
0.9296 High Similarity NPC254340
0.9286 High Similarity NPC89310
0.9275 High Similarity NPC6120
0.9275 High Similarity NPC131892
0.9275 High Similarity NPC213178
0.9275 High Similarity NPC327728
0.9178 High Similarity NPC475031
0.9167 High Similarity NPC125767
0.9167 High Similarity NPC212733
0.9167 High Similarity NPC21220
0.9155 High Similarity NPC477229
0.9155 High Similarity NPC68426
0.9155 High Similarity NPC282905
0.9079 High Similarity NPC289486
0.9079 High Similarity NPC30583
0.9079 High Similarity NPC61107
0.9041 High Similarity NPC4209
0.9028 High Similarity NPC159325
0.9028 High Similarity NPC167702
0.9028 High Similarity NPC280026
0.9028 High Similarity NPC168511
0.8961 High Similarity NPC472743
0.8961 High Similarity NPC475726
0.8933 High Similarity NPC320144
0.8919 High Similarity NPC317913
0.8919 High Similarity NPC207010
0.8904 High Similarity NPC267753
0.8904 High Similarity NPC159789
0.8889 High Similarity NPC81759
0.8889 High Similarity NPC310766
0.8857 High Similarity NPC473225
0.8846 High Similarity NPC474996
0.8846 High Similarity NPC474482
0.8846 High Similarity NPC475745
0.8841 High Similarity NPC142712
0.8831 High Similarity NPC268040
0.8816 High Similarity NPC261616
0.88 High Similarity NPC34046
0.88 High Similarity NPC80089
0.88 High Similarity NPC185465
0.88 High Similarity NPC224802
0.88 High Similarity NPC171426
0.88 High Similarity NPC324700
0.8784 High Similarity NPC108840
0.8767 High Similarity NPC133922
0.8767 High Similarity NPC130011
0.8734 High Similarity NPC292553
0.8732 High Similarity NPC321732
0.8732 High Similarity NPC324607
0.8714 High Similarity NPC48079
0.8701 High Similarity NPC469745
0.8684 High Similarity NPC201276
0.8684 High Similarity NPC80891
0.8625 High Similarity NPC472738
0.8611 High Similarity NPC108131
0.8608 High Similarity NPC474233
0.8608 High Similarity NPC74595
0.8608 High Similarity NPC264665
0.8592 High Similarity NPC103647
0.8592 High Similarity NPC180777
0.8592 High Similarity NPC260319
0.8592 High Similarity NPC2568
0.8592 High Similarity NPC472741
0.8571 High Similarity NPC470609
0.8519 High Similarity NPC4643
0.8519 High Similarity NPC57469
0.8514 High Similarity NPC472854
0.85 High Similarity NPC294438
0.85 High Similarity NPC264317
0.8493 Intermediate Similarity NPC473267
0.8481 Intermediate Similarity NPC327451
0.8472 Intermediate Similarity NPC254037
0.8472 Intermediate Similarity NPC319671
0.8472 Intermediate Similarity NPC129829
0.8472 Intermediate Similarity NPC469941
0.8472 Intermediate Similarity NPC476734
0.8472 Intermediate Similarity NPC252032
0.8462 Intermediate Similarity NPC58631
0.8462 Intermediate Similarity NPC12933
0.8462 Intermediate Similarity NPC50658
0.8451 Intermediate Similarity NPC472984
0.8442 Intermediate Similarity NPC201459
0.8421 Intermediate Similarity NPC264602
0.8415 Intermediate Similarity NPC474719
0.8415 Intermediate Similarity NPC472739
0.8406 Intermediate Similarity NPC114891
0.8395 Intermediate Similarity NPC98236
0.8395 Intermediate Similarity NPC2783
0.8395 Intermediate Similarity NPC269396
0.8395 Intermediate Similarity NPC12774
0.8375 Intermediate Similarity NPC50438
0.8375 Intermediate Similarity NPC473336
0.8375 Intermediate Similarity NPC471044
0.8356 Intermediate Similarity NPC476731
0.8356 Intermediate Similarity NPC192192
0.8356 Intermediate Similarity NPC231945
0.8356 Intermediate Similarity NPC477929
0.8354 Intermediate Similarity NPC328007
0.8354 Intermediate Similarity NPC121121
0.8354 Intermediate Similarity NPC317066
0.8333 Intermediate Similarity NPC477851
0.8313 Intermediate Similarity NPC122116
0.8312 Intermediate Similarity NPC329117
0.8312 Intermediate Similarity NPC472608
0.8312 Intermediate Similarity NPC26029
0.8293 Intermediate Similarity NPC264005
0.8293 Intermediate Similarity NPC33768
0.8293 Intermediate Similarity NPC252714
0.8293 Intermediate Similarity NPC269360
0.8272 Intermediate Similarity NPC76518
0.8261 Intermediate Similarity NPC148174
0.8261 Intermediate Similarity NPC71460
0.8261 Intermediate Similarity NPC218585
0.8243 Intermediate Similarity NPC247195
0.8243 Intermediate Similarity NPC127094
0.8243 Intermediate Similarity NPC290058
0.8243 Intermediate Similarity NPC126642
0.8228 Intermediate Similarity NPC280781
0.8228 Intermediate Similarity NPC474484
0.8228 Intermediate Similarity NPC48756
0.8228 Intermediate Similarity NPC103754
0.8219 Intermediate Similarity NPC196197
0.8194 Intermediate Similarity NPC473230
0.8194 Intermediate Similarity NPC475884
0.8193 Intermediate Similarity NPC471900
0.8193 Intermediate Similarity NPC16377
0.8182 Intermediate Similarity NPC472746
0.8171 Intermediate Similarity NPC476726
0.8171 Intermediate Similarity NPC80700
0.8171 Intermediate Similarity NPC471737
0.8171 Intermediate Similarity NPC476727
0.8169 Intermediate Similarity NPC474380
0.8169 Intermediate Similarity NPC473276
0.8169 Intermediate Similarity NPC41577
0.8158 Intermediate Similarity NPC72444
0.8158 Intermediate Similarity NPC24014
0.8158 Intermediate Similarity NPC27349
0.8158 Intermediate Similarity NPC472311
0.8148 Intermediate Similarity NPC34984
0.8148 Intermediate Similarity NPC319909
0.8148 Intermediate Similarity NPC105895
0.8148 Intermediate Similarity NPC25037
0.8108 Intermediate Similarity NPC477850
0.8108 Intermediate Similarity NPC282454
0.8101 Intermediate Similarity NPC164999
0.8095 Intermediate Similarity NPC57954
0.8095 Intermediate Similarity NPC213832
0.8095 Intermediate Similarity NPC220498
0.8082 Intermediate Similarity NPC475977
0.8082 Intermediate Similarity NPC474954
0.8077 Intermediate Similarity NPC31031
0.8077 Intermediate Similarity NPC478128
0.8077 Intermediate Similarity NPC243594
0.8072 Intermediate Similarity NPC263802
0.8072 Intermediate Similarity NPC202937
0.8056 Intermediate Similarity NPC44122
0.8056 Intermediate Similarity NPC42060
0.8049 Intermediate Similarity NPC62572
0.8028 Intermediate Similarity NPC281540
0.8028 Intermediate Similarity NPC167995
0.8028 Intermediate Similarity NPC118937
0.8028 Intermediate Similarity NPC159654
0.8028 Intermediate Similarity NPC69149
0.8026 Intermediate Similarity NPC477930
0.8026 Intermediate Similarity NPC477508
0.8025 Intermediate Similarity NPC291320
0.8025 Intermediate Similarity NPC472744
0.8025 Intermediate Similarity NPC471036
0.8025 Intermediate Similarity NPC163616
0.8025 Intermediate Similarity NPC175410
0.8023 Intermediate Similarity NPC244356
0.8023 Intermediate Similarity NPC224060
0.8 Intermediate Similarity NPC157422
0.8 Intermediate Similarity NPC473279
0.8 Intermediate Similarity NPC469940
0.8 Intermediate Similarity NPC169933
0.8 Intermediate Similarity NPC109457
0.8 Intermediate Similarity NPC476071
0.8 Intermediate Similarity NPC328264
0.8 Intermediate Similarity NPC100586
0.7976 Intermediate Similarity NPC193360
0.7976 Intermediate Similarity NPC4309
0.7975 Intermediate Similarity NPC245029
0.7975 Intermediate Similarity NPC31302

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC195155 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
0.9565 High Similarity NPD4809 Clinical (unspecified phase)
0.9565 High Similarity NPD4808 Clinical (unspecified phase)
0.9275 High Similarity NPD3700 Clinical (unspecified phase)
0.9275 High Similarity NPD3699 Clinical (unspecified phase)
0.9041 High Similarity NPD6117 Approved
0.9028 High Similarity NPD6113 Clinical (unspecified phase)
0.8919 High Similarity NPD6116 Phase 1
0.8904 High Similarity NPD3703 Phase 2
0.8873 High Similarity NPD4244 Approved
0.8873 High Similarity NPD4245 Approved
0.8873 High Similarity NPD4789 Approved
0.8857 High Similarity NPD5361 Clinical (unspecified phase)
0.8857 High Similarity NPD5360 Phase 3
0.88 High Similarity NPD6118 Approved
0.88 High Similarity NPD6115 Approved
0.88 High Similarity NPD6114 Approved
0.88 High Similarity NPD6697 Approved
0.8732 High Similarity NPD3698 Phase 2
0.8696 High Similarity NPD3171 Clinical (unspecified phase)
0.85 High Similarity NPD7520 Clinical (unspecified phase)
0.8312 Intermediate Similarity NPD3671 Phase 1
0.8243 Intermediate Similarity NPD4758 Discontinued
0.8056 Intermediate Similarity NPD4224 Phase 2
0.8 Intermediate Similarity NPD6081 Approved
0.7973 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD5364 Discontinued
0.7763 Intermediate Similarity NPD5777 Approved
0.7711 Intermediate Similarity NPD4786 Approved
0.7701 Intermediate Similarity NPD8034 Phase 2
0.7701 Intermediate Similarity NPD8035 Phase 2
0.7674 Intermediate Similarity NPD5328 Approved
0.7632 Intermediate Similarity NPD4787 Phase 1
0.759 Intermediate Similarity NPD4788 Approved
0.7529 Intermediate Similarity NPD3618 Phase 1
0.75 Intermediate Similarity NPD6079 Approved
0.747 Intermediate Similarity NPD3667 Approved
0.7468 Intermediate Similarity NPD3702 Approved
0.7303 Intermediate Similarity NPD7515 Phase 2
0.7222 Intermediate Similarity NPD4202 Approved
0.7093 Intermediate Similarity NPD3133 Approved
0.7093 Intermediate Similarity NPD3666 Approved
0.7093 Intermediate Similarity NPD3665 Phase 1
0.7024 Intermediate Similarity NPD6928 Phase 2
0.7024 Intermediate Similarity NPD7525 Registered
0.6989 Remote Similarity NPD5221 Approved
0.6989 Remote Similarity NPD5222 Approved
0.6989 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6989 Remote Similarity NPD4697 Phase 3
0.6957 Remote Similarity NPD7748 Approved
0.6947 Remote Similarity NPD8418 Phase 2
0.6915 Remote Similarity NPD5173 Approved
0.6915 Remote Similarity NPD4755 Approved
0.6848 Remote Similarity NPD6399 Phase 3
0.6837 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3617 Approved
0.6771 Remote Similarity NPD4700 Approved
0.6771 Remote Similarity NPD5285 Approved
0.6771 Remote Similarity NPD4696 Approved
0.6771 Remote Similarity NPD5286 Approved
0.6768 Remote Similarity NPD6920 Discontinued
0.6757 Remote Similarity NPD3198 Approved
0.6742 Remote Similarity NPD5279 Phase 3
0.6737 Remote Similarity NPD7902 Approved
0.6706 Remote Similarity NPD7645 Phase 2
0.6705 Remote Similarity NPD3668 Phase 3
0.6703 Remote Similarity NPD4753 Phase 2
0.6701 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6634 Remote Similarity NPD6415 Discontinued
0.6633 Remote Similarity NPD5226 Approved
0.6633 Remote Similarity NPD5225 Approved
0.6633 Remote Similarity NPD4633 Approved
0.6633 Remote Similarity NPD5211 Phase 2
0.6633 Remote Similarity NPD5224 Approved
0.6629 Remote Similarity NPD5329 Approved
0.6627 Remote Similarity NPD7339 Approved
0.6627 Remote Similarity NPD6942 Approved
0.66 Remote Similarity NPD5739 Approved
0.66 Remote Similarity NPD6402 Approved
0.66 Remote Similarity NPD7128 Approved
0.66 Remote Similarity NPD6675 Approved
0.6593 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6566 Remote Similarity NPD5174 Approved
0.6566 Remote Similarity NPD5175 Approved
0.6566 Remote Similarity NPD4754 Approved
0.6556 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4692 Approved
0.6552 Remote Similarity NPD4139 Approved
0.6517 Remote Similarity NPD4197 Approved
0.65 Remote Similarity NPD6705 Phase 1
0.65 Remote Similarity NPD5141 Approved
0.6495 Remote Similarity NPD7638 Approved
0.6471 Remote Similarity NPD6899 Approved
0.6471 Remote Similarity NPD7320 Approved
0.6471 Remote Similarity NPD6881 Approved
0.6436 Remote Similarity NPD4768 Approved
0.6436 Remote Similarity NPD4767 Approved
0.6429 Remote Similarity NPD7639 Approved
0.6429 Remote Similarity NPD7640 Approved
0.6421 Remote Similarity NPD7900 Approved
0.6421 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6373 Approved
0.6408 Remote Similarity NPD6372 Approved
0.6392 Remote Similarity NPD6084 Phase 2
0.6392 Remote Similarity NPD6083 Phase 2
0.6374 Remote Similarity NPD7146 Approved
0.6374 Remote Similarity NPD5205 Approved
0.6374 Remote Similarity NPD4690 Approved
0.6374 Remote Similarity NPD7521 Approved
0.6374 Remote Similarity NPD6684 Approved
0.6374 Remote Similarity NPD5330 Approved
0.6374 Remote Similarity NPD4688 Approved
0.6374 Remote Similarity NPD4693 Phase 3
0.6374 Remote Similarity NPD4138 Approved
0.6374 Remote Similarity NPD7334 Approved
0.6374 Remote Similarity NPD6409 Approved
0.6374 Remote Similarity NPD4689 Approved
0.6373 Remote Similarity NPD5697 Approved
0.6373 Remote Similarity NPD5701 Approved
0.6354 Remote Similarity NPD5210 Approved
0.6354 Remote Similarity NPD4629 Approved
0.6353 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7290 Approved
0.6346 Remote Similarity NPD7102 Approved
0.6346 Remote Similarity NPD6883 Approved
0.6311 Remote Similarity NPD5128 Approved
0.6311 Remote Similarity NPD4729 Approved
0.6311 Remote Similarity NPD5168 Approved
0.6311 Remote Similarity NPD4730 Approved
0.6311 Remote Similarity NPD6011 Approved
0.6301 Remote Similarity NPD3729 Clinical (unspecified phase)
0.63 Remote Similarity NPD7632 Discontinued
0.6286 Remote Similarity NPD6649 Approved
0.6286 Remote Similarity NPD6847 Approved
0.6286 Remote Similarity NPD6869 Approved
0.6286 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6650 Approved
0.6286 Remote Similarity NPD6617 Approved
0.6286 Remote Similarity NPD8130 Phase 1
0.6277 Remote Similarity NPD6700 Approved
0.6277 Remote Similarity NPD6701 Clinical (unspecified phase)
0.625 Remote Similarity NPD6012 Approved
0.625 Remote Similarity NPD4748 Discontinued
0.625 Remote Similarity NPD6014 Approved
0.625 Remote Similarity NPD6013 Approved
0.6237 Remote Similarity NPD6903 Approved
0.6237 Remote Similarity NPD6672 Approved
0.6237 Remote Similarity NPD5737 Approved
0.6232 Remote Similarity NPD384 Approved
0.6232 Remote Similarity NPD385 Approved
0.6226 Remote Similarity NPD8297 Approved
0.6226 Remote Similarity NPD6882 Approved
0.6211 Remote Similarity NPD6703 Approved
0.6211 Remote Similarity NPD6702 Approved
0.6196 Remote Similarity NPD5690 Phase 2
0.6196 Remote Similarity NPD4694 Approved
0.6196 Remote Similarity NPD5280 Approved
0.619 Remote Similarity NPD5169 Approved
0.619 Remote Similarity NPD5134 Clinical (unspecified phase)
0.619 Remote Similarity NPD5251 Approved
0.619 Remote Similarity NPD5135 Approved
0.619 Remote Similarity NPD5248 Approved
0.619 Remote Similarity NPD4634 Approved
0.619 Remote Similarity NPD5247 Approved
0.619 Remote Similarity NPD5249 Phase 3
0.619 Remote Similarity NPD5250 Approved
0.6168 Remote Similarity NPD8298 Phase 2
0.6147 Remote Similarity NPD7115 Discovery
0.6146 Remote Similarity NPD8171 Discontinued
0.6132 Remote Similarity NPD5127 Approved
0.6132 Remote Similarity NPD5216 Approved
0.6132 Remote Similarity NPD5217 Approved
0.6132 Remote Similarity NPD5215 Approved
0.6118 Remote Similarity NPD6926 Approved
0.6118 Remote Similarity NPD6924 Approved
0.6081 Remote Similarity NPD615 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6412 Phase 2
0.6055 Remote Similarity NPD6940 Discontinued
0.6055 Remote Similarity NPD6868 Approved
0.6023 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6023 Remote Similarity NPD4777 Suspended
0.6023 Remote Similarity NPD4776 Phase 2
0.6022 Remote Similarity NPD6098 Approved
0.602 Remote Similarity NPD5695 Phase 3
0.602 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6019 Remote Similarity NPD8133 Approved
0.6019 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5977 Remote Similarity NPD6933 Approved
0.5963 Remote Similarity NPD5167 Approved
0.5955 Remote Similarity NPD4195 Approved
0.5952 Remote Similarity NPD4747 Approved
0.5946 Remote Similarity NPD6335 Approved
0.5943 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6274 Approved
0.59 Remote Similarity NPD7920 Phase 3
0.59 Remote Similarity NPD7919 Phase 3
0.5893 Remote Similarity NPD7101 Approved

Structure

External Identifiers

PubChem CID   44233381
ChEMBL   CHEMBL3109321
ZINC  

Physicochemical Properties

Molecular Weight:  428.37
ALogP:  1.7131
MLogP:  4.43
XLogP:  9.816
# Rotatable Bonds:  9
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  31

Download Data

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