Natural Product: NPC320144

Natural Product ID:  NPC320144
Common Name:   3 Alpha-Hydroxy-7Beta-Hydroxy-5Beta-Cholan-24-Oic Acid
IUPAC Name:   (4R)-4-[(5R,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
Synonyms:  
Molecular Formula:   C24H38O4
Standard InCHIKey:  KNVADAPHVNKTEP-CIGXQKLNSA-N
Standard InCHI:  InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-15,17-20,22,26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,17-,18+,19+,20-,22+,23+,24-/m1/s1
Canonical SMILES:  OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@H](O)C[C@H]2[C@]1(C)CCC(=O)C2)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
NPO1797 Homo sapiens Species Hominidae Eukaryota PMID[18583509]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT745 Individual Protein G-protein coupled bile acid receptor 1 Homo sapiens EC50 = 3980 nM 18307294

  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 NPC320144 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
0.9863 High Similarity NPC185465
0.9589 High Similarity NPC4209
0.9459 High Similarity NPC317913
0.9459 High Similarity NPC207010
0.9452 High Similarity NPC212733
0.9351 High Similarity NPC289486
0.9351 High Similarity NPC61107
0.9351 High Similarity NPC30583
0.9333 High Similarity NPC34046
0.9333 High Similarity NPC80089
0.9333 High Similarity NPC224802
0.9333 High Similarity NPC171426
0.9333 High Similarity NPC324700
0.9324 High Similarity NPC472486
0.9324 High Similarity NPC472487
0.9315 High Similarity NPC167702
0.9315 High Similarity NPC280026
0.9211 High Similarity NPC201276
0.9211 High Similarity NPC80891
0.92 High Similarity NPC143133
0.92 High Similarity NPC298168
0.92 High Similarity NPC221420
0.9189 High Similarity NPC125767
0.9189 High Similarity NPC21220
0.9178 High Similarity NPC232112
0.9091 High Similarity NPC477851
0.9067 High Similarity NPC475742
0.9067 High Similarity NPC5767
0.9041 High Similarity NPC156277
0.9041 High Similarity NPC151018
0.9041 High Similarity NPC320549
0.9041 High Similarity NPC58057
0.8974 High Similarity NPC12933
0.8933 High Similarity NPC174964
0.8933 High Similarity NPC472311
0.8933 High Similarity NPC273366
0.8933 High Similarity NPC195155
0.8933 High Similarity NPC97534
0.8933 High Similarity NPC159789
0.8889 High Similarity NPC302111
0.8889 High Similarity NPC472272
0.8875 High Similarity NPC473336
0.8875 High Similarity NPC471044
0.8861 High Similarity NPC121121
0.8846 High Similarity NPC261616
0.8831 High Similarity NPC329117
0.8816 High Similarity NPC471046
0.88 High Similarity NPC254340
0.88 High Similarity NPC133922
0.8784 High Similarity NPC89310
0.8767 High Similarity NPC469941
0.8767 High Similarity NPC6120
0.8767 High Similarity NPC319671
0.8767 High Similarity NPC476734
0.8767 High Similarity NPC131892
0.8767 High Similarity NPC252032
0.8767 High Similarity NPC213178
0.8767 High Similarity NPC327728
0.875 High Similarity NPC327451
0.8734 High Similarity NPC58631
0.8718 High Similarity NPC472310
0.8701 High Similarity NPC23884
0.8701 High Similarity NPC475031
0.8649 High Similarity NPC477929
0.8642 High Similarity NPC50438
0.8642 High Similarity NPC319909
0.8625 High Similarity NPC317066
0.8625 High Similarity NPC268040
0.8588 High Similarity NPC52756
0.8571 High Similarity NPC24705
0.8571 High Similarity NPC56962
0.8553 High Similarity NPC477930
0.8533 High Similarity NPC469940
0.8514 High Similarity NPC196197
0.85 High Similarity NPC469745
0.85 High Similarity NPC476071
0.8493 Intermediate Similarity NPC472984
0.8488 Intermediate Similarity NPC244356
0.8488 Intermediate Similarity NPC224060
0.8488 Intermediate Similarity NPC476189
0.8471 Intermediate Similarity NPC77756
0.8462 Intermediate Similarity NPC477919
0.8462 Intermediate Similarity NPC477918
0.8462 Intermediate Similarity NPC180199
0.8452 Intermediate Similarity NPC474719
0.8434 Intermediate Similarity NPC2783
0.8434 Intermediate Similarity NPC476726
0.8434 Intermediate Similarity NPC476727
0.8434 Intermediate Similarity NPC80700
0.8421 Intermediate Similarity NPC310766
0.8415 Intermediate Similarity NPC219535
0.8415 Intermediate Similarity NPC237938
0.84 Intermediate Similarity NPC477850
0.84 Intermediate Similarity NPC108131
0.8375 Intermediate Similarity NPC470609
0.8356 Intermediate Similarity NPC268736
0.8356 Intermediate Similarity NPC477931
0.8356 Intermediate Similarity NPC42060
0.8354 Intermediate Similarity NPC26029
0.8354 Intermediate Similarity NPC199965
0.8354 Intermediate Similarity NPC472608
0.8354 Intermediate Similarity NPC476732
0.8333 Intermediate Similarity NPC263802
0.8333 Intermediate Similarity NPC477932
0.8333 Intermediate Similarity NPC264005
0.8333 Intermediate Similarity NPC477933
0.8333 Intermediate Similarity NPC252714
0.8333 Intermediate Similarity NPC269360
0.8333 Intermediate Similarity NPC33768
0.8313 Intermediate Similarity NPC294438
0.8313 Intermediate Similarity NPC62572
0.8313 Intermediate Similarity NPC473350
0.8313 Intermediate Similarity NPC264317
0.8295 Intermediate Similarity NPC470031
0.8295 Intermediate Similarity NPC62407
0.8295 Intermediate Similarity NPC287354
0.8295 Intermediate Similarity NPC266431
0.8289 Intermediate Similarity NPC472309
0.8276 Intermediate Similarity NPC294263
0.8267 Intermediate Similarity NPC321732
0.8267 Intermediate Similarity NPC474962
0.8267 Intermediate Similarity NPC324607
0.8267 Intermediate Similarity NPC64466
0.8235 Intermediate Similarity NPC16377
0.8228 Intermediate Similarity NPC471151
0.8228 Intermediate Similarity NPC264602
0.8214 Intermediate Similarity NPC12774
0.8214 Intermediate Similarity NPC83242
0.8205 Intermediate Similarity NPC179858
0.8205 Intermediate Similarity NPC477934
0.8193 Intermediate Similarity NPC477434
0.8182 Intermediate Similarity NPC68426
0.8182 Intermediate Similarity NPC282905
0.8182 Intermediate Similarity NPC477229
0.8171 Intermediate Similarity NPC328007
0.8161 Intermediate Similarity NPC198242
0.8161 Intermediate Similarity NPC211403
0.8148 Intermediate Similarity NPC164999
0.8148 Intermediate Similarity NPC472853
0.814 Intermediate Similarity NPC67653
0.814 Intermediate Similarity NPC220498
0.814 Intermediate Similarity NPC61688
0.814 Intermediate Similarity NPC200580
0.814 Intermediate Similarity NPC471459
0.814 Intermediate Similarity NPC213832
0.814 Intermediate Similarity NPC57954
0.8125 Intermediate Similarity NPC31031
0.8125 Intermediate Similarity NPC243594
0.8118 Intermediate Similarity NPC239938
0.8118 Intermediate Similarity NPC4643
0.8118 Intermediate Similarity NPC57469
0.8101 Intermediate Similarity NPC108840
0.809 Intermediate Similarity NPC288906
0.809 Intermediate Similarity NPC263135
0.809 Intermediate Similarity NPC98639
0.8077 Intermediate Similarity NPC472854
0.8077 Intermediate Similarity NPC159325
0.8077 Intermediate Similarity NPC168511
0.8072 Intermediate Similarity NPC472743
0.8072 Intermediate Similarity NPC475726
0.8072 Intermediate Similarity NPC471037
0.8052 Intermediate Similarity NPC126642
0.8052 Intermediate Similarity NPC473267
0.8049 Intermediate Similarity NPC48756
0.8049 Intermediate Similarity NPC280781
0.8046 Intermediate Similarity NPC476296
0.8046 Intermediate Similarity NPC169933
0.8025 Intermediate Similarity NPC220379
0.8023 Intermediate Similarity NPC4309
0.8023 Intermediate Similarity NPC3032
0.8023 Intermediate Similarity NPC471900
0.8023 Intermediate Similarity NPC473319
0.8023 Intermediate Similarity NPC146937
0.8023 Intermediate Similarity NPC131104
0.8 Intermediate Similarity NPC120395
0.8 Intermediate Similarity NPC234564
0.8 Intermediate Similarity NPC130459
0.8 Intermediate Similarity NPC329910
0.8 Intermediate Similarity NPC478180
0.8 Intermediate Similarity NPC112463
0.8 Intermediate Similarity NPC474221
0.8 Intermediate Similarity NPC41542
0.8 Intermediate Similarity NPC70661
0.8 Intermediate Similarity NPC248216
0.8 Intermediate Similarity NPC212453
0.8 Intermediate Similarity NPC200054
0.8 Intermediate Similarity NPC92139
0.8 Intermediate Similarity NPC29410
0.8 Intermediate Similarity NPC474404
0.7978 Intermediate Similarity NPC470386
0.7978 Intermediate Similarity NPC303863
0.7978 Intermediate Similarity NPC470385
0.7978 Intermediate Similarity NPC166906
0.7978 Intermediate Similarity NPC470424
0.7976 Intermediate Similarity NPC474996
0.7976 Intermediate Similarity NPC475745
0.7976 Intermediate Similarity NPC146683
0.7976 Intermediate Similarity NPC474482
0.7976 Intermediate Similarity NPC473299
0.7975 Intermediate Similarity NPC267753

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC320144 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
0.9589 High Similarity NPD6117 Approved
0.9459 High Similarity NPD6116 Phase 1
0.9333 High Similarity NPD6697 Approved
0.9333 High Similarity NPD6118 Approved
0.9333 High Similarity NPD6115 Approved
0.9333 High Similarity NPD6114 Approved
0.9315 High Similarity NPD6113 Clinical (unspecified phase)
0.9041 High Similarity NPD4808 Clinical (unspecified phase)
0.9041 High Similarity NPD4809 Clinical (unspecified phase)
0.8933 High Similarity NPD3703 Phase 2
0.8767 High Similarity NPD3700 Clinical (unspecified phase)
0.8767 High Similarity NPD3699 Clinical (unspecified phase)
0.8533 High Similarity NPD6081 Approved
0.84 Intermediate Similarity NPD4245 Approved
0.84 Intermediate Similarity NPD4244 Approved
0.84 Intermediate Similarity NPD4789 Approved
0.8378 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD5360 Phase 3
0.8356 Intermediate Similarity NPD4224 Phase 2
0.8313 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD3698 Phase 2
0.8219 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD5777 Approved
0.7975 Intermediate Similarity NPD3702 Approved
0.7901 Intermediate Similarity NPD3671 Phase 1
0.7821 Intermediate Similarity NPD4758 Discontinued
0.7792 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD8034 Phase 2
0.7753 Intermediate Similarity NPD8035 Phase 2
0.7727 Intermediate Similarity NPD5328 Approved
0.7683 Intermediate Similarity NPD5364 Discontinued
0.7556 Intermediate Similarity NPD6079 Approved
0.7368 Intermediate Similarity NPD8418 Phase 2
0.7363 Intermediate Similarity NPD7515 Phase 2
0.7356 Intermediate Similarity NPD4786 Approved
0.7347 Intermediate Similarity NPD6675 Approved
0.7347 Intermediate Similarity NPD6402 Approved
0.7347 Intermediate Similarity NPD7128 Approved
0.7347 Intermediate Similarity NPD5739 Approved
0.7283 Intermediate Similarity NPD6399 Phase 3
0.725 Intermediate Similarity NPD4787 Phase 1
0.7241 Intermediate Similarity NPD4788 Approved
0.7234 Intermediate Similarity NPD4697 Phase 3
0.7234 Intermediate Similarity NPD5221 Approved
0.7234 Intermediate Similarity NPD5222 Approved
0.7234 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6881 Approved
0.72 Intermediate Similarity NPD6899 Approved
0.72 Intermediate Similarity NPD7320 Approved
0.7191 Intermediate Similarity NPD3618 Phase 1
0.7158 Intermediate Similarity NPD4755 Approved
0.7158 Intermediate Similarity NPD5173 Approved
0.7129 Intermediate Similarity NPD6372 Approved
0.7129 Intermediate Similarity NPD6373 Approved
0.7126 Intermediate Similarity NPD3667 Approved
0.71 Intermediate Similarity NPD5701 Approved
0.71 Intermediate Similarity NPD5697 Approved
0.7071 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD3198 Approved
0.7059 Intermediate Similarity NPD7290 Approved
0.7059 Intermediate Similarity NPD6883 Approved
0.7059 Intermediate Similarity NPD7102 Approved
0.703 Intermediate Similarity NPD6011 Approved
0.7021 Intermediate Similarity NPD7748 Approved
0.701 Intermediate Similarity NPD5286 Approved
0.701 Intermediate Similarity NPD4696 Approved
0.701 Intermediate Similarity NPD4700 Approved
0.701 Intermediate Similarity NPD5285 Approved
0.699 Remote Similarity NPD6847 Approved
0.699 Remote Similarity NPD6650 Approved
0.699 Remote Similarity NPD8130 Phase 1
0.699 Remote Similarity NPD6617 Approved
0.699 Remote Similarity NPD6869 Approved
0.699 Remote Similarity NPD6401 Clinical (unspecified phase)
0.699 Remote Similarity NPD6649 Approved
0.6961 Remote Similarity NPD6013 Approved
0.6961 Remote Similarity NPD6014 Approved
0.6961 Remote Similarity NPD6012 Approved
0.6939 Remote Similarity NPD5223 Approved
0.6923 Remote Similarity NPD6882 Approved
0.6923 Remote Similarity NPD8297 Approved
0.6915 Remote Similarity NPD4202 Approved
0.6907 Remote Similarity NPD7638 Approved
0.6897 Remote Similarity NPD7525 Registered
0.6869 Remote Similarity NPD5211 Phase 2
0.6869 Remote Similarity NPD4633 Approved
0.6869 Remote Similarity NPD5224 Approved
0.6869 Remote Similarity NPD5225 Approved
0.6869 Remote Similarity NPD5226 Approved
0.6849 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6837 Remote Similarity NPD7639 Approved
0.6837 Remote Similarity NPD7640 Approved
0.6804 Remote Similarity NPD6084 Phase 2
0.6804 Remote Similarity NPD6083 Phase 2
0.6804 Remote Similarity NPD7902 Approved
0.68 Remote Similarity NPD4754 Approved
0.68 Remote Similarity NPD5175 Approved
0.68 Remote Similarity NPD5174 Approved
0.6778 Remote Similarity NPD3133 Approved
0.6778 Remote Similarity NPD3665 Phase 1
0.6778 Remote Similarity NPD3666 Approved
0.6733 Remote Similarity NPD5141 Approved
0.6729 Remote Similarity NPD6868 Approved
0.6705 Remote Similarity NPD6928 Phase 2
0.67 Remote Similarity NPD7632 Discontinued
0.6698 Remote Similarity NPD4632 Approved
0.6698 Remote Similarity NPD8298 Phase 2
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6672 Approved
0.663 Remote Similarity NPD6684 Approved
0.663 Remote Similarity NPD7334 Approved
0.663 Remote Similarity NPD7146 Approved
0.663 Remote Similarity NPD6409 Approved
0.663 Remote Similarity NPD5330 Approved
0.663 Remote Similarity NPD7521 Approved
0.6606 Remote Similarity NPD6335 Approved
0.6596 Remote Similarity NPD4753 Phase 2
0.6593 Remote Similarity NPD3668 Phase 3
0.6574 Remote Similarity NPD6274 Approved
0.6545 Remote Similarity NPD7100 Approved
0.6545 Remote Similarity NPD7101 Approved
0.6538 Remote Similarity NPD4730 Approved
0.6538 Remote Similarity NPD4729 Approved
0.6538 Remote Similarity NPD5168 Approved
0.6538 Remote Similarity NPD5128 Approved
0.6538 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6317 Approved
0.6514 Remote Similarity NPD6009 Approved
0.6505 Remote Similarity NPD6008 Approved
0.6505 Remote Similarity NPD6920 Discontinued
0.65 Remote Similarity NPD7909 Approved
0.6495 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7900 Approved
0.6489 Remote Similarity NPD6903 Approved
0.6477 Remote Similarity NPD3617 Approved
0.6477 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6314 Approved
0.6455 Remote Similarity NPD6313 Approved
0.6452 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5279 Phase 3
0.6436 Remote Similarity NPD1700 Approved
0.6429 Remote Similarity NPD6908 Approved
0.6429 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6909 Approved
0.6429 Remote Similarity NPD5695 Phase 3
0.6415 Remote Similarity NPD5251 Approved
0.6415 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6415 Remote Similarity NPD4634 Approved
0.6415 Remote Similarity NPD5247 Approved
0.6415 Remote Similarity NPD5169 Approved
0.6415 Remote Similarity NPD5248 Approved
0.6415 Remote Similarity NPD5135 Approved
0.6415 Remote Similarity NPD5249 Phase 3
0.6415 Remote Similarity NPD5250 Approved
0.64 Remote Similarity NPD615 Clinical (unspecified phase)
0.64 Remote Similarity NPD5696 Approved
0.6374 Remote Similarity NPD4221 Approved
0.6374 Remote Similarity NPD4223 Phase 3
0.6364 Remote Similarity NPD7115 Discovery
0.6355 Remote Similarity NPD5216 Approved
0.6355 Remote Similarity NPD5215 Approved
0.6355 Remote Similarity NPD5217 Approved
0.6355 Remote Similarity NPD5127 Approved
0.6344 Remote Similarity NPD5329 Approved
0.6339 Remote Similarity NPD6319 Approved
0.6333 Remote Similarity NPD5368 Approved
0.6322 Remote Similarity NPD6942 Approved
0.6322 Remote Similarity NPD7339 Approved
0.6316 Remote Similarity NPD7604 Phase 2
0.6292 Remote Similarity NPD4802 Phase 2
0.6292 Remote Similarity NPD4238 Approved
0.6289 Remote Similarity NPD6411 Approved
0.6289 Remote Similarity NPD5284 Approved
0.6289 Remote Similarity NPD5281 Approved
0.6283 Remote Similarity NPD5983 Phase 2
0.6283 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6098 Approved
0.6273 Remote Similarity NPD6940 Discontinued
0.6264 Remote Similarity NPD4692 Approved
0.6264 Remote Similarity NPD4139 Approved
0.6263 Remote Similarity NPD4629 Approved
0.6263 Remote Similarity NPD5210 Approved
0.6261 Remote Similarity NPD7492 Approved
0.625 Remote Similarity NPD6673 Approved
0.625 Remote Similarity NPD6904 Approved
0.625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.625 Remote Similarity NPD6080 Approved
0.6239 Remote Similarity NPD8133 Approved
0.6239 Remote Similarity NPD7736 Approved
0.6237 Remote Similarity NPD4197 Approved
0.6226 Remote Similarity NPD6415 Discontinued
0.6211 Remote Similarity NPD3573 Approved
0.6207 Remote Similarity NPD7507 Approved
0.6207 Remote Similarity NPD6616 Approved
0.6207 Remote Similarity NPD6336 Discontinued
0.6196 Remote Similarity NPD6435 Approved
0.6195 Remote Similarity NPD6059 Approved

Structure

External Identifiers

PubChem CID   5283932
ChEMBL   CHEMBL271172
ZINC  

Physicochemical Properties

Molecular Weight:  390.28
ALogP:  0.4556
MLogP:  3.66
XLogP:  5.769
# Rotatable Bonds:  9
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  28

Download Data

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