Natural Product: NPC323958

Natural Product ID:  NPC323958
Common Name:   Glycolithocholate-3-Sulfate
IUPAC Name:   2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
Synonyms:  
Molecular Formula:   C26H43NO7S
Standard InCHIKey:  FHXBAFXQVZOILS-OETIFKLTSA-N
Standard InCHI:  InChI=1S/C26H43NO7S/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1
Canonical SMILES:  OC(=O)CN=C(CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](C2)OS(=O)(=O)O)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
NPO1797 Homo sapiens Species Hominidae Eukaryota blood Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO1797 Homo sapiens Species Hominidae Eukaryota Faeces PMID[22664055]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[12231118]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT957 Individual Protein Multidrug resistance-associated protein 7 Homo sapiens Activity = 41.8 % 12527806
NPT2850 Individual Protein Multidrug resistance associated protein Homo sapiens Activity = 29 % 12220224
NPT1028 Individual Protein Multidrug resistance-associated protein 4 Homo sapiens IC50 = 10000 nM 12523936
NPT1594 Individual Protein Multidrug resistance-associated protein 1 Homo sapiens Ki = 1400 nM 8621644

  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 NPC323958 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
0.9383 High Similarity NPC323180
0.9268 High Similarity NPC175419
0.9048 High Similarity NPC321340
0.9048 High Similarity NPC171698
0.9048 High Similarity NPC270957
0.9048 High Similarity NPC119633
0.8295 Intermediate Similarity NPC320478
0.8202 Intermediate Similarity NPC283751
0.8202 Intermediate Similarity NPC317363
0.8022 Intermediate Similarity NPC159390
0.8022 Intermediate Similarity NPC133995
0.8022 Intermediate Similarity NPC247891
0.7882 Intermediate Similarity NPC329117
0.7614 Intermediate Similarity NPC192456
0.7326 Intermediate Similarity NPC478105
0.7241 Intermediate Similarity NPC4209
0.7209 Intermediate Similarity NPC167702
0.7209 Intermediate Similarity NPC280026
0.7176 Intermediate Similarity NPC478103
0.7159 Intermediate Similarity NPC317913
0.7159 Intermediate Similarity NPC207010
0.7159 Intermediate Similarity NPC212453
0.7126 Intermediate Similarity NPC212733
0.7115 Intermediate Similarity NPC478053
0.7079 Intermediate Similarity NPC185465
0.7079 Intermediate Similarity NPC171426
0.7079 Intermediate Similarity NPC34046
0.7079 Intermediate Similarity NPC80089
0.7079 Intermediate Similarity NPC324700
0.7079 Intermediate Similarity NPC224802
0.7073 Intermediate Similarity NPC477603
0.7037 Intermediate Similarity NPC114891
0.7011 Intermediate Similarity NPC478130
0.7 Intermediate Similarity NPC476176
0.7 Intermediate Similarity NPC320144
0.7 Intermediate Similarity NPC80891
0.7 Intermediate Similarity NPC201276
0.7 Intermediate Similarity NPC220379
0.6979 Remote Similarity NPC271974
0.6979 Remote Similarity NPC247312
0.6977 Remote Similarity NPC126642
0.6966 Remote Similarity NPC298168
0.6966 Remote Similarity NPC143133
0.6923 Remote Similarity NPC261616
0.6914 Remote Similarity NPC218585
0.6914 Remote Similarity NPC71460
0.6914 Remote Similarity NPC148174
0.6905 Remote Similarity NPC475172
0.6889 Remote Similarity NPC471045
0.6857 Remote Similarity NPC258130
0.6854 Remote Similarity NPC473916
0.6854 Remote Similarity NPC477601
0.6854 Remote Similarity NPC477602
0.6848 Remote Similarity NPC12933
0.6848 Remote Similarity NPC73515
0.6848 Remote Similarity NPC109533
0.6848 Remote Similarity NPC190940
0.6786 Remote Similarity NPC142712
0.6782 Remote Similarity NPC156277
0.6782 Remote Similarity NPC469940
0.6782 Remote Similarity NPC320549
0.6782 Remote Similarity NPC151018
0.6782 Remote Similarity NPC58057
0.6778 Remote Similarity NPC171658
0.6774 Remote Similarity NPC30583
0.6774 Remote Similarity NPC121121
0.6774 Remote Similarity NPC60018
0.6774 Remote Similarity NPC289486
0.6774 Remote Similarity NPC61107
0.6774 Remote Similarity NPC477286
0.6774 Remote Similarity NPC154043
0.6774 Remote Similarity NPC202688
0.6774 Remote Similarity NPC286719
0.6747 Remote Similarity NPC69149
0.6747 Remote Similarity NPC281540
0.6747 Remote Similarity NPC118937
0.6747 Remote Similarity NPC159654
0.6747 Remote Similarity NPC167995
0.6744 Remote Similarity NPC252032
0.6744 Remote Similarity NPC107919
0.6744 Remote Similarity NPC476734
0.6744 Remote Similarity NPC469941
0.6744 Remote Similarity NPC319671
0.6744 Remote Similarity NPC66407
0.6742 Remote Similarity NPC186851
0.6739 Remote Similarity NPC206735
0.6706 Remote Similarity NPC48079
0.6706 Remote Similarity NPC473230
0.6706 Remote Similarity NPC475884
0.6705 Remote Similarity NPC232112
0.6702 Remote Similarity NPC477285
0.6702 Remote Similarity NPC246956
0.6702 Remote Similarity NPC111582
0.6698 Remote Similarity NPC36497
0.6667 Remote Similarity NPC41577
0.6667 Remote Similarity NPC232925
0.6667 Remote Similarity NPC63588
0.6667 Remote Similarity NPC58631
0.6667 Remote Similarity NPC251201
0.6667 Remote Similarity NPC473276
0.6667 Remote Similarity NPC192192
0.6667 Remote Similarity NPC473537
0.6667 Remote Similarity NPC474380
0.6667 Remote Similarity NPC477929
0.6632 Remote Similarity NPC319909
0.6632 Remote Similarity NPC473336
0.6632 Remote Similarity NPC471044
0.663 Remote Similarity NPC52951
0.6629 Remote Similarity NPC472945
0.6629 Remote Similarity NPC472944
0.6629 Remote Similarity NPC254340
0.6629 Remote Similarity NPC74639
0.6629 Remote Similarity NPC272359
0.6629 Remote Similarity NPC477930
0.6628 Remote Similarity NPC472741
0.6607 Remote Similarity NPC165396
0.6602 Remote Similarity NPC252564
0.6602 Remote Similarity NPC475249
0.6593 Remote Similarity NPC477918
0.6593 Remote Similarity NPC477919
0.6593 Remote Similarity NPC180199
0.6591 Remote Similarity NPC252182
0.6591 Remote Similarity NPC473552
0.6591 Remote Similarity NPC100586
0.6591 Remote Similarity NPC477822
0.6591 Remote Similarity NPC127094
0.6591 Remote Similarity NPC324984
0.6591 Remote Similarity NPC323900
0.6591 Remote Similarity NPC477823
0.6591 Remote Similarity NPC109457
0.6591 Remote Similarity NPC187471
0.6591 Remote Similarity NPC477821
0.6591 Remote Similarity NPC470071
0.6591 Remote Similarity NPC1340
0.6591 Remote Similarity NPC157422
0.6588 Remote Similarity NPC44122
0.6588 Remote Similarity NPC42060
0.6588 Remote Similarity NPC477931
0.6588 Remote Similarity NPC268736
0.6577 Remote Similarity NPC106479
0.6566 Remote Similarity NPC312637
0.6562 Remote Similarity NPC266651
0.6559 Remote Similarity NPC477851
0.6559 Remote Similarity NPC474714
0.6556 Remote Similarity NPC472311
0.6556 Remote Similarity NPC97534
0.6556 Remote Similarity NPC477934
0.6556 Remote Similarity NPC273366
0.6556 Remote Similarity NPC174964
0.6556 Remote Similarity NPC195155
0.6552 Remote Similarity NPC129829
0.6552 Remote Similarity NPC6120
0.6552 Remote Similarity NPC64466
0.6552 Remote Similarity NPC213178
0.6552 Remote Similarity NPC254037
0.6552 Remote Similarity NPC196197
0.6552 Remote Similarity NPC470830
0.6552 Remote Similarity NPC477820
0.6552 Remote Similarity NPC327728
0.6552 Remote Similarity NPC299948
0.6552 Remote Similarity NPC131892
0.6552 Remote Similarity NPC241085
0.6549 Remote Similarity NPC471120
0.6549 Remote Similarity NPC471117
0.6545 Remote Similarity NPC66862
0.6543 Remote Similarity NPC476735
0.6538 Remote Similarity NPC201712
0.6526 Remote Similarity NPC5280
0.6526 Remote Similarity NPC15821
0.6522 Remote Similarity NPC199965
0.6522 Remote Similarity NPC476732
0.6522 Remote Similarity NPC478128
0.6517 Remote Similarity NPC153719
0.6517 Remote Similarity NPC470610
0.6512 Remote Similarity NPC476928
0.6505 Remote Similarity NPC240650
0.6495 Remote Similarity NPC103782
0.6495 Remote Similarity NPC114378
0.6495 Remote Similarity NPC168231
0.6495 Remote Similarity NPC155531
0.6495 Remote Similarity NPC472272
0.6495 Remote Similarity NPC477283
0.6495 Remote Similarity NPC215968
0.6495 Remote Similarity NPC302111
0.6495 Remote Similarity NPC2783
0.6491 Remote Similarity NPC471118
0.6491 Remote Similarity NPC471121
0.6484 Remote Similarity NPC477933
0.6484 Remote Similarity NPC472486
0.6484 Remote Similarity NPC472487
0.6484 Remote Similarity NPC477932
0.6484 Remote Similarity NPC475742
0.6484 Remote Similarity NPC5767
0.6477 Remote Similarity NPC282454
0.6477 Remote Similarity NPC108131
0.6477 Remote Similarity NPC477850
0.6477 Remote Similarity NPC231945
0.6476 Remote Similarity NPC475518
0.6458 Remote Similarity NPC299963
0.6455 Remote Similarity NPC72753

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC323958 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
0.8022 Intermediate Similarity NPD6700 Approved
0.8022 Intermediate Similarity NPD6701 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD6703 Approved
0.7742 Intermediate Similarity NPD6702 Approved
0.7551 Intermediate Similarity NPD8418 Phase 2
0.7241 Intermediate Similarity NPD6117 Approved
0.7209 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD6116 Phase 1
0.7079 Intermediate Similarity NPD6114 Approved
0.7079 Intermediate Similarity NPD6697 Approved
0.7079 Intermediate Similarity NPD6115 Approved
0.7079 Intermediate Similarity NPD6118 Approved
0.7037 Intermediate Similarity NPD8298 Phase 2
0.6824 Remote Similarity NPD6705 Phase 1
0.6782 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6782 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7920 Phase 3
0.6667 Remote Similarity NPD7919 Phase 3
0.6602 Remote Similarity NPD8088 Phase 1
0.6591 Remote Similarity NPD6081 Approved
0.6552 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6552 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5364 Discontinued
0.6477 Remote Similarity NPD4787 Phase 1
0.6437 Remote Similarity NPD5360 Phase 3
0.6437 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6395 Remote Similarity NPD4224 Phase 2
0.6392 Remote Similarity NPD7520 Clinical (unspecified phase)
0.633 Remote Similarity NPD7646 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1448 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7991 Discontinued
0.6292 Remote Similarity NPD4244 Approved
0.6292 Remote Similarity NPD4245 Approved
0.6292 Remote Similarity NPD4789 Approved
0.6222 Remote Similarity NPD5777 Approved
0.6196 Remote Similarity NPD3702 Approved
0.6196 Remote Similarity NPD3703 Phase 2
0.618 Remote Similarity NPD3698 Phase 2
0.6176 Remote Similarity NPD8035 Phase 2
0.6176 Remote Similarity NPD8034 Phase 2
0.6126 Remote Similarity NPD8174 Phase 2
0.6092 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6920 Discontinued
0.6064 Remote Similarity NPD8143 Approved
0.6064 Remote Similarity NPD8144 Approved
0.6055 Remote Similarity NPD7986 Approved
0.6055 Remote Similarity NPD7912 Approved
0.6055 Remote Similarity NPD7911 Approved
0.6055 Remote Similarity NPD7987 Approved
0.6044 Remote Similarity NPD4758 Discontinued
0.6042 Remote Similarity NPD6928 Phase 2
0.6042 Remote Similarity NPD7525 Registered
0.6 Remote Similarity NPD4776 Phase 2
0.6 Remote Similarity NPD3671 Phase 1
0.6 Remote Similarity NPD8308 Discontinued
0.6 Remote Similarity NPD4777 Suspended
0.5946 Remote Similarity NPD8040 Discontinued
0.5938 Remote Similarity NPD5354 Approved
0.5897 Remote Similarity NPD7754 Approved
0.5897 Remote Similarity NPD7755 Approved
0.5893 Remote Similarity NPD7989 Approved
0.5893 Remote Similarity NPD7990 Approved
0.5841 Remote Similarity NPD6415 Discontinued
0.581 Remote Similarity NPD6399 Phase 3
0.58 Remote Similarity NPD3668 Phase 3
0.5785 Remote Similarity NPD6909 Approved
0.5785 Remote Similarity NPD6908 Approved
0.578 Remote Similarity NPD6404 Discontinued
0.5755 Remote Similarity NPD5771 Approved
0.5714 Remote Similarity NPD3724 Clinical (unspecified phase)
0.5699 Remote Similarity NPD3187 Discontinued
0.5688 Remote Similarity NPD7638 Approved
0.5684 Remote Similarity NPD7339 Approved
0.5684 Remote Similarity NPD6942 Approved
0.5667 Remote Similarity NPD2263 Discontinued
0.566 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5652 Remote Similarity NPD3725 Approved
0.5652 Remote Similarity NPD3726 Approved
0.5644 Remote Similarity NPD4786 Approved
0.5641 Remote Similarity NPD8078 Approved
0.5641 Remote Similarity NPD8077 Approved
0.5636 Remote Similarity NPD7640 Approved
0.5636 Remote Similarity NPD7639 Approved
0.5607 Remote Similarity NPD5707 Approved

Structure

External Identifiers

PubChem CID   72222
ChEMBL   CHEMBL2074584
ZINC  

Physicochemical Properties

Molecular Weight:  513.28
ALogP:  0.5408
MLogP:  3.33
XLogP:  6.21
# Rotatable Bonds:  14
Polar Surface Area:  141.87
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  35

Download Data

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