Natural Product: NPC81074

Natural Product ID:  NPC81074
Common Name:   Polacandrin
IUPAC Name:   (1R,3R,5S,8R,9S,10R,12R,13R,14R,17S)-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol
Synonyms:   Polacandrin
Molecular Formula:   C30H52O5
Standard InCHIKey:  ZDMWPLUKUXQVLI-QXTFULOPSA-N
Standard InCHI:  InChI=1S/C30H52O5/c1-25(2)19-10-13-27(5)20(30(19,8)22(33)16-21(25)32)15-18(31)24-17(9-12-28(24,27)6)29(7)14-11-23(35-29)26(3,4)34/h17-24,31-34H,9-16H2,1-8H3/t17-,18+,19-,20-,21+,22+,23-,24-,27+,28+,29-,30-/m0/s1
Canonical SMILES:  O[C@@H]1C[C@@H]2[C@@]3(C)[C@H](O)C[C@H](C([C@@H]3CC[C@]2([C@]2([C@H]1[C@H](CC2)[C@]1(C)CC[C@H](O1)C(O)(C)C)C)C)(C)C)O
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
NPO9839 Polanisia dodecandra Species Cleomaceae Eukaryota Whole Plants PMID[1453183]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 0.6 ug/ml 1453183
NPT168 Cell Line P388 Mus musculus ED50 = 0.9 ug/ml 1453183
NPT1091 Cell Line RPMI-7951 Homo sapiens ED50 = 0.62 ug/ml 1453183
NPT180 Cell Line HCT-8 Homo sapiens ED50 = 6.06 ug/ml 1453183

  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 NPC81074 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 NPC477282
0.9726 High Similarity NPC64081
0.9726 High Similarity NPC11907
0.9726 High Similarity NPC474574
0.9726 High Similarity NPC133596
0.9452 High Similarity NPC91387
0.9452 High Similarity NPC270306
0.9452 High Similarity NPC231680
0.9351 High Similarity NPC475388
0.9189 High Similarity NPC158208
0.9189 High Similarity NPC243027
0.9189 High Similarity NPC196136
0.9125 High Similarity NPC215968
0.9125 High Similarity NPC155531
0.9114 High Similarity NPC320824
0.9091 High Similarity NPC16449
0.9054 High Similarity NPC10476
0.9054 High Similarity NPC192501
0.9054 High Similarity NPC228994
0.8987 High Similarity NPC470070
0.8987 High Similarity NPC111582
0.8987 High Similarity NPC477285
0.8947 High Similarity NPC128951
0.8947 High Similarity NPC185915
0.8947 High Similarity NPC192046
0.8947 High Similarity NPC477227
0.8947 High Similarity NPC302578
0.8947 High Similarity NPC105208
0.8933 High Similarity NPC317242
0.8889 High Similarity NPC477283
0.8861 High Similarity NPC60018
0.8861 High Similarity NPC202688
0.8861 High Similarity NPC477286
0.8861 High Similarity NPC286719
0.8861 High Similarity NPC154043
0.8831 High Similarity NPC147993
0.8831 High Similarity NPC67657
0.8831 High Similarity NPC18857
0.8816 High Similarity NPC163597
0.88 High Similarity NPC304499
0.8784 High Similarity NPC131506
0.8784 High Similarity NPC157777
0.8784 High Similarity NPC1340
0.8784 High Similarity NPC252182
0.8784 High Similarity NPC470071
0.8784 High Similarity NPC187471
0.878 High Similarity NPC210658
0.878 High Similarity NPC161928
0.8767 High Similarity NPC66407
0.8767 High Similarity NPC107919
0.8734 High Similarity NPC190940
0.8718 High Similarity NPC287452
0.8684 High Similarity NPC472950
0.8684 High Similarity NPC472952
0.8675 High Similarity NPC128475
0.8675 High Similarity NPC473436
0.8667 High Similarity NPC470610
0.8667 High Similarity NPC153719
0.8625 High Similarity NPC470611
0.859 High Similarity NPC471769
0.8571 High Similarity NPC470145
0.8571 High Similarity NPC82955
0.8553 High Similarity NPC470151
0.8553 High Similarity NPC48795
0.8537 High Similarity NPC290612
0.8537 High Similarity NPC266651
0.8533 High Similarity NPC157422
0.8533 High Similarity NPC127094
0.8533 High Similarity NPC100586
0.8533 High Similarity NPC109457
0.8514 High Similarity NPC470833
0.8488 Intermediate Similarity NPC167644
0.8488 Intermediate Similarity NPC311246
0.8481 Intermediate Similarity NPC269333
0.8462 Intermediate Similarity NPC476233
0.8452 Intermediate Similarity NPC201607
0.8452 Intermediate Similarity NPC56777
0.8434 Intermediate Similarity NPC114378
0.8434 Intermediate Similarity NPC103782
0.8434 Intermediate Similarity NPC80700
0.8421 Intermediate Similarity NPC472341
0.8421 Intermediate Similarity NPC473238
0.84 Intermediate Similarity NPC282454
0.84 Intermediate Similarity NPC192192
0.84 Intermediate Similarity NPC251201
0.84 Intermediate Similarity NPC232925
0.84 Intermediate Similarity NPC63588
0.8395 Intermediate Similarity NPC477284
0.8391 Intermediate Similarity NPC3538
0.8391 Intermediate Similarity NPC477224
0.8391 Intermediate Similarity NPC113500
0.8372 Intermediate Similarity NPC229801
0.8372 Intermediate Similarity NPC210759
0.8372 Intermediate Similarity NPC307167
0.8372 Intermediate Similarity NPC473066
0.8353 Intermediate Similarity NPC228059
0.8353 Intermediate Similarity NPC20822
0.8333 Intermediate Similarity NPC140446
0.8333 Intermediate Similarity NPC43912
0.8313 Intermediate Similarity NPC232044
0.8313 Intermediate Similarity NPC273290
0.8312 Intermediate Similarity NPC475458
0.8293 Intermediate Similarity NPC211135
0.8293 Intermediate Similarity NPC478054
0.8293 Intermediate Similarity NPC216420
0.8293 Intermediate Similarity NPC85095
0.8289 Intermediate Similarity NPC127283
0.8289 Intermediate Similarity NPC8004
0.8276 Intermediate Similarity NPC182740
0.8276 Intermediate Similarity NPC256104
0.8276 Intermediate Similarity NPC211845
0.8276 Intermediate Similarity NPC122083
0.8267 Intermediate Similarity NPC254037
0.8267 Intermediate Similarity NPC477820
0.8267 Intermediate Similarity NPC241085
0.8267 Intermediate Similarity NPC299948
0.8267 Intermediate Similarity NPC470830
0.8267 Intermediate Similarity NPC129829
0.8256 Intermediate Similarity NPC473542
0.8256 Intermediate Similarity NPC279329
0.825 Intermediate Similarity NPC477287
0.8219 Intermediate Similarity NPC472946
0.8214 Intermediate Similarity NPC471240
0.8202 Intermediate Similarity NPC116683
0.8193 Intermediate Similarity NPC227260
0.8182 Intermediate Similarity NPC473774
0.8182 Intermediate Similarity NPC175
0.8182 Intermediate Similarity NPC45959
0.8182 Intermediate Similarity NPC305418
0.8182 Intermediate Similarity NPC30687
0.8182 Intermediate Similarity NPC24960
0.8182 Intermediate Similarity NPC252253
0.8171 Intermediate Similarity NPC477447
0.8171 Intermediate Similarity NPC470155
0.8171 Intermediate Similarity NPC477446
0.8171 Intermediate Similarity NPC296734
0.8161 Intermediate Similarity NPC5632
0.8161 Intermediate Similarity NPC293609
0.8161 Intermediate Similarity NPC149966
0.8161 Intermediate Similarity NPC59006
0.8161 Intermediate Similarity NPC36372
0.8158 Intermediate Similarity NPC231945
0.8148 Intermediate Similarity NPC472943
0.8148 Intermediate Similarity NPC472951
0.814 Intermediate Similarity NPC131466
0.8133 Intermediate Similarity NPC474756
0.8133 Intermediate Similarity NPC472741
0.8125 Intermediate Similarity NPC471045
0.8118 Intermediate Similarity NPC202937
0.8118 Intermediate Similarity NPC472396
0.8118 Intermediate Similarity NPC5943
0.8111 Intermediate Similarity NPC477223
0.8111 Intermediate Similarity NPC477222
0.8101 Intermediate Similarity NPC477601
0.8101 Intermediate Similarity NPC473916
0.8101 Intermediate Similarity NPC477602
0.809 Intermediate Similarity NPC473067
0.809 Intermediate Similarity NPC473065
0.809 Intermediate Similarity NPC473064
0.8077 Intermediate Similarity NPC472944
0.8077 Intermediate Similarity NPC472945
0.8072 Intermediate Similarity NPC268578
0.8072 Intermediate Similarity NPC217559
0.8072 Intermediate Similarity NPC292458
0.8068 Intermediate Similarity NPC277774
0.8068 Intermediate Similarity NPC149400
0.8068 Intermediate Similarity NPC144790
0.8068 Intermediate Similarity NPC88962
0.8052 Intermediate Similarity NPC195530
0.8052 Intermediate Similarity NPC473279
0.8049 Intermediate Similarity NPC470154
0.8049 Intermediate Similarity NPC470156
0.8049 Intermediate Similarity NPC73515
0.8026 Intermediate Similarity NPC99264
0.8025 Intermediate Similarity NPC31302
0.8025 Intermediate Similarity NPC245029
0.8025 Intermediate Similarity NPC476176
0.8025 Intermediate Similarity NPC220379
0.8023 Intermediate Similarity NPC281004
0.8022 Intermediate Similarity NPC473638
0.8 Intermediate Similarity NPC304011
0.8 Intermediate Similarity NPC238796
0.8 Intermediate Similarity NPC212453
0.8 Intermediate Similarity NPC237071
0.8 Intermediate Similarity NPC203434
0.8 Intermediate Similarity NPC142264
0.8 Intermediate Similarity NPC139271
0.8 Intermediate Similarity NPC476510
0.8 Intermediate Similarity NPC63190
0.8 Intermediate Similarity NPC474448
0.8 Intermediate Similarity NPC131365
0.8 Intermediate Similarity NPC473230
0.8 Intermediate Similarity NPC121981
0.8 Intermediate Similarity NPC48079
0.8 Intermediate Similarity NPC171658
0.8 Intermediate Similarity NPC475884
0.8 Intermediate Similarity NPC156377
0.7978 Intermediate Similarity NPC473851
0.7978 Intermediate Similarity NPC312678
0.7978 Intermediate Similarity NPC475436

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC81074 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
0.8767 High Similarity NPD4267 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD6928 Phase 2
0.7865 Intermediate Similarity NPD8171 Discontinued
0.76 Intermediate Similarity NPD371 Approved
0.747 Intermediate Similarity NPD6115 Approved
0.747 Intermediate Similarity NPD6118 Approved
0.747 Intermediate Similarity NPD6697 Approved
0.747 Intermediate Similarity NPD6114 Approved
0.7468 Intermediate Similarity NPD4787 Phase 1
0.7349 Intermediate Similarity NPD6116 Phase 1
0.7294 Intermediate Similarity NPD7525 Registered
0.7229 Intermediate Similarity NPD6117 Approved
0.716 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD3703 Phase 2
0.7071 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7524 Approved
0.6914 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6914 Remote Similarity NPD3699 Clinical (unspecified phase)
0.679 Remote Similarity NPD5360 Phase 3
0.679 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6778 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6771 Remote Similarity NPD7991 Discontinued
0.6667 Remote Similarity NPD6695 Phase 3
0.6627 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6627 Remote Similarity NPD4789 Approved
0.6627 Remote Similarity NPD4244 Approved
0.6627 Remote Similarity NPD4245 Approved
0.6606 Remote Similarity NPD7328 Approved
0.6606 Remote Similarity NPD7327 Approved
0.6588 Remote Similarity NPD1810 Approved
0.6588 Remote Similarity NPD1811 Approved
0.6545 Remote Similarity NPD7516 Approved
0.6526 Remote Similarity NPD6700 Approved
0.6526 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6506 Remote Similarity NPD3698 Phase 2
0.6458 Remote Similarity NPD8035 Phase 2
0.6458 Remote Similarity NPD6703 Approved
0.6458 Remote Similarity NPD6702 Approved
0.6458 Remote Similarity NPD8034 Phase 2
0.6436 Remote Similarity NPD1700 Approved
0.6429 Remote Similarity NPD8378 Approved
0.6429 Remote Similarity NPD8296 Approved
0.6429 Remote Similarity NPD8380 Approved
0.6429 Remote Similarity NPD8335 Approved
0.6429 Remote Similarity NPD8379 Approved
0.642 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7645 Phase 2
0.6383 Remote Similarity NPD7750 Discontinued
0.6353 Remote Similarity NPD4758 Discontinued
0.6344 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6339 Remote Similarity NPD8294 Approved
0.6339 Remote Similarity NPD8377 Approved
0.6333 Remote Similarity NPD6931 Approved
0.6333 Remote Similarity NPD6930 Phase 2
0.6322 Remote Similarity NPD3702 Approved
0.6322 Remote Similarity NPD6942 Approved
0.6322 Remote Similarity NPD7339 Approved
0.6292 Remote Similarity NPD5364 Discontinued
0.6292 Remote Similarity NPD3671 Phase 1
0.6283 Remote Similarity NPD8033 Approved
0.6277 Remote Similarity NPD8308 Discontinued
0.6275 Remote Similarity NPD4159 Approved
0.625 Remote Similarity NPD6933 Approved
0.6239 Remote Similarity NPD8133 Approved
0.6238 Remote Similarity NPD7638 Approved
0.6235 Remote Similarity NPD2686 Approved
0.6235 Remote Similarity NPD2687 Approved
0.6235 Remote Similarity NPD2254 Approved
0.6226 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6222 Remote Similarity NPD6929 Approved
0.6195 Remote Similarity NPD6059 Approved
0.6195 Remote Similarity NPD6054 Approved
0.619 Remote Similarity NPD6705 Phase 1
0.618 Remote Similarity NPD6932 Approved
0.6176 Remote Similarity NPD7639 Approved
0.6176 Remote Similarity NPD7640 Approved
0.6168 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6163 Remote Similarity NPD5777 Approved
0.6163 Remote Similarity NPD6081 Approved
0.6154 Remote Similarity NPD4748 Discontinued
0.6126 Remote Similarity NPD6940 Discontinued
0.6122 Remote Similarity NPD7087 Discontinued
0.6087 Remote Similarity NPD6370 Approved
0.6075 Remote Similarity NPD7320 Approved
0.6075 Remote Similarity NPD8174 Phase 2
0.6068 Remote Similarity NPD7507 Approved
0.6067 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7632 Discontinued
0.605 Remote Similarity NPD7319 Approved
0.6044 Remote Similarity NPD6683 Phase 2
0.6042 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6402 Approved
0.6038 Remote Similarity NPD5739 Approved
0.6038 Remote Similarity NPD7128 Approved
0.6038 Remote Similarity NPD6675 Approved
0.6023 Remote Similarity NPD6924 Approved
0.6023 Remote Similarity NPD6926 Approved
0.6019 Remote Similarity NPD8418 Phase 2
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD6893 Approved
0.6 Remote Similarity NPD8297 Approved
0.5983 Remote Similarity NPD7492 Approved
0.5981 Remote Similarity NPD6412 Phase 2
0.598 Remote Similarity NPD4755 Approved
0.5978 Remote Similarity NPD7514 Phase 3
0.5966 Remote Similarity NPD7736 Approved
0.5963 Remote Similarity NPD4634 Approved
0.5957 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4788 Approved
0.5957 Remote Similarity NPD3669 Approved
0.5952 Remote Similarity NPD4224 Phase 2
0.5948 Remote Similarity NPD5988 Approved
0.5946 Remote Similarity NPD4632 Approved
0.5934 Remote Similarity NPD7145 Approved
0.5932 Remote Similarity NPD6616 Approved
0.5926 Remote Similarity NPD6881 Approved
0.5926 Remote Similarity NPD6899 Approved
0.5918 Remote Similarity NPD5328 Approved
0.5913 Remote Similarity NPD6319 Approved
0.59 Remote Similarity NPD6399 Phase 3
0.59 Remote Similarity NPD4202 Approved
0.5895 Remote Similarity NPD4786 Approved
0.589 Remote Similarity NPD385 Approved
0.589 Remote Similarity NPD384 Approved
0.5882 Remote Similarity NPD7078 Approved
0.5882 Remote Similarity NPD8293 Discontinued
0.5872 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6372 Approved
0.5872 Remote Similarity NPD6373 Approved
0.5865 Remote Similarity NPD4700 Approved
0.5865 Remote Similarity NPD5286 Approved
0.5865 Remote Similarity NPD4696 Approved
0.5865 Remote Similarity NPD5285 Approved
0.5862 Remote Similarity NPD7503 Approved
0.5833 Remote Similarity NPD5701 Approved
0.5833 Remote Similarity NPD5697 Approved
0.5825 Remote Similarity NPD7920 Phase 3
0.5825 Remote Similarity NPD7919 Phase 3
0.5818 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5818 Remote Similarity NPD7102 Approved
0.5818 Remote Similarity NPD7290 Approved
0.5818 Remote Similarity NPD6883 Approved
0.5806 Remote Similarity NPD7332 Phase 2
0.5806 Remote Similarity NPD7509 Discontinued
0.58 Remote Similarity NPD6079 Approved
0.5795 Remote Similarity NPD4243 Approved
0.5789 Remote Similarity NPD7115 Discovery
0.5773 Remote Similarity NPD3618 Phase 1
0.5769 Remote Similarity NPD8088 Phase 1
0.5769 Remote Similarity NPD4225 Approved
0.5766 Remote Similarity NPD6869 Approved
0.5766 Remote Similarity NPD6847 Approved
0.5766 Remote Similarity NPD6650 Approved
0.5766 Remote Similarity NPD6649 Approved
0.5766 Remote Similarity NPD6617 Approved
0.5766 Remote Similarity NPD8130 Phase 1
0.5755 Remote Similarity NPD5226 Approved
0.5755 Remote Similarity NPD5211 Phase 2
0.5755 Remote Similarity NPD4633 Approved
0.5755 Remote Similarity NPD5224 Approved
0.5755 Remote Similarity NPD5225 Approved
0.5753 Remote Similarity NPD388 Approved
0.5753 Remote Similarity NPD386 Approved
0.5745 Remote Similarity NPD6898 Phase 1
0.5745 Remote Similarity NPD6902 Approved
0.5741 Remote Similarity NPD6920 Discontinued
0.5741 Remote Similarity NPD6008 Approved
0.5727 Remote Similarity NPD6014 Approved
0.5727 Remote Similarity NPD6013 Approved
0.5727 Remote Similarity NPD6012 Approved
0.5714 Remote Similarity NPD6882 Approved
0.5702 Remote Similarity NPD6033 Approved
0.5701 Remote Similarity NPD5174 Approved
0.5701 Remote Similarity NPD5175 Approved
0.5684 Remote Similarity NPD3667 Approved
0.5673 Remote Similarity NPD6084 Phase 2
0.5673 Remote Similarity NPD6083 Phase 2
0.5667 Remote Similarity NPD4785 Approved
0.5667 Remote Similarity NPD4784 Approved
0.566 Remote Similarity NPD5223 Approved
0.5652 Remote Similarity NPD6009 Approved
0.5652 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5648 Remote Similarity NPD5141 Approved
0.5644 Remote Similarity NPD7637 Suspended
0.5636 Remote Similarity NPD6011 Approved
0.563 Remote Similarity NPD6067 Discontinued
0.563 Remote Similarity NPD7604 Phase 2
0.5625 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5618 Remote Similarity NPD7151 Approved
0.5618 Remote Similarity NPD7150 Approved
0.5618 Remote Similarity NPD7152 Approved
0.56 Remote Similarity NPD4753 Phase 2

Structure

External Identifiers

PubChem CID   44584607
ChEMBL   CHEMBL473055
ZINC  

Physicochemical Properties

Molecular Weight:  492.38
ALogP:  0.2516
MLogP:  4.21
XLogP:  5.602
# Rotatable Bonds:  14
Polar Surface Area:  90.15
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  35

Download Data

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