Natural Product: NPC317534

Natural Product ID:  NPC317534
Common Name:   Tetrahydroxybacteriohopane Glucosamine
IUPAC Name:   (2S,3R,4R,7R)-7-[(3R,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]-1-[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctane-2,3,4-triol
Synonyms:   Tetrahydroxybacteriohopane Glucosamine
Molecular Formula:   C41H73NO8
Standard InCHIKey:  BDUDNTRWKFDSBE-GAXZCFOGSA-N
Standard InCHI:  InChI=1S/C41H73NO8/c1-23(9-10-26(44)33(46)27(45)22-49-36-32(42)35(48)34(47)28(21-43)50-36)24-13-18-38(4)25(24)14-19-40(6)30(38)11-12-31-39(5)17-8-16-37(2,3)29(39)15-20-41(31,40)7/h23-36,43-48H,8-22,42H2,1-7H3/t23-,24-,25+,26-,27+,28-,29+,30-,31-,32-,33-,34-,35-,36-,38+,39+,40-,41-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC[C@@H]([C@@H]([C@@H](CC[C@H]([C@H]2CC[C@]3([C@H]2CC[C@@]2([C@@H]3CC[C@H]3[C@@]2(C)CC[C@@H]2[C@]3(C)CCCC2(C)C)C)C)C)O)O)O)[C@@H]([C@H]([C@@H]1O)O)N
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
NPO11163 Methylobacterium organophilum Species Methylobacteriaceae Bacteria PMID[3928379]
NPO30862 Burkholderia cenocepacia Species Burkholderiaceae Bacteria PMID[24888970]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 172 % 9134748
NPT2 Others Unspecified Activity = 188 % 9134748

  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 NPC317534 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
0.8081 Intermediate Similarity NPC470282
0.7805 Intermediate Similarity NPC262050
0.7573 Intermediate Similarity NPC131466
0.7549 Intermediate Similarity NPC140446
0.7549 Intermediate Similarity NPC43912
0.75 Intermediate Similarity NPC469943
0.75 Intermediate Similarity NPC65550
0.7476 Intermediate Similarity NPC281004
0.7429 Intermediate Similarity NPC204881
0.7429 Intermediate Similarity NPC229801
0.7429 Intermediate Similarity NPC307167
0.7429 Intermediate Similarity NPC210759
0.7429 Intermediate Similarity NPC473830
0.7414 Intermediate Similarity NPC28224
0.7404 Intermediate Similarity NPC473472
0.7404 Intermediate Similarity NPC82955
0.7404 Intermediate Similarity NPC102725
0.7391 Intermediate Similarity NPC246399
0.7391 Intermediate Similarity NPC34977
0.7377 Intermediate Similarity NPC296686
0.7358 Intermediate Similarity NPC141769
0.7358 Intermediate Similarity NPC177834
0.7358 Intermediate Similarity NPC477451
0.7358 Intermediate Similarity NPC473726
0.7358 Intermediate Similarity NPC325828
0.7358 Intermediate Similarity NPC477547
0.7358 Intermediate Similarity NPC144790
0.7358 Intermediate Similarity NPC137004
0.7358 Intermediate Similarity NPC88962
0.7358 Intermediate Similarity NPC48339
0.7358 Intermediate Similarity NPC297348
0.7358 Intermediate Similarity NPC250393
0.7358 Intermediate Similarity NPC172838
0.7358 Intermediate Similarity NPC234352
0.7358 Intermediate Similarity NPC249204
0.7358 Intermediate Similarity NPC149400
0.7353 Intermediate Similarity NPC290612
0.7333 Intermediate Similarity NPC279329
0.7333 Intermediate Similarity NPC223143
0.7333 Intermediate Similarity NPC473542
0.7308 Intermediate Similarity NPC470284
0.729 Intermediate Similarity NPC312678
0.729 Intermediate Similarity NPC217205
0.729 Intermediate Similarity NPC291203
0.729 Intermediate Similarity NPC309866
0.729 Intermediate Similarity NPC291547
0.729 Intermediate Similarity NPC471464
0.729 Intermediate Similarity NPC24960
0.729 Intermediate Similarity NPC222731
0.729 Intermediate Similarity NPC475436
0.729 Intermediate Similarity NPC294686
0.729 Intermediate Similarity NPC253268
0.729 Intermediate Similarity NPC264101
0.729 Intermediate Similarity NPC252253
0.729 Intermediate Similarity NPC131693
0.729 Intermediate Similarity NPC473774
0.729 Intermediate Similarity NPC305418
0.729 Intermediate Similarity NPC45959
0.729 Intermediate Similarity NPC174024
0.729 Intermediate Similarity NPC179859
0.729 Intermediate Similarity NPC473851
0.7264 Intermediate Similarity NPC36372
0.7264 Intermediate Similarity NPC293609
0.7264 Intermediate Similarity NPC5632
0.7264 Intermediate Similarity NPC473637
0.7264 Intermediate Similarity NPC149966
0.7264 Intermediate Similarity NPC476668
0.7222 Intermediate Similarity NPC473727
0.7222 Intermediate Similarity NPC19400
0.7222 Intermediate Similarity NPC474399
0.7222 Intermediate Similarity NPC6295
0.7222 Intermediate Similarity NPC92196
0.7222 Intermediate Similarity NPC107188
0.7222 Intermediate Similarity NPC475351
0.7222 Intermediate Similarity NPC477494
0.7222 Intermediate Similarity NPC473610
0.7222 Intermediate Similarity NPC107962
0.7222 Intermediate Similarity NPC94582
0.7222 Intermediate Similarity NPC57964
0.7222 Intermediate Similarity NPC206003
0.7222 Intermediate Similarity NPC211354
0.7196 Intermediate Similarity NPC476669
0.7196 Intermediate Similarity NPC277774
0.7196 Intermediate Similarity NPC311246
0.7196 Intermediate Similarity NPC167644
0.7165 Intermediate Similarity NPC15249
0.7165 Intermediate Similarity NPC25455
0.7156 Intermediate Similarity NPC98018
0.7156 Intermediate Similarity NPC238796
0.7156 Intermediate Similarity NPC30856
0.7156 Intermediate Similarity NPC128572
0.7156 Intermediate Similarity NPC470863
0.7156 Intermediate Similarity NPC160426
0.7156 Intermediate Similarity NPC473601
0.7156 Intermediate Similarity NPC475625
0.7156 Intermediate Similarity NPC184617
0.7156 Intermediate Similarity NPC287483
0.7156 Intermediate Similarity NPC103616
0.7156 Intermediate Similarity NPC470864
0.7156 Intermediate Similarity NPC132080
0.7156 Intermediate Similarity NPC84111
0.7156 Intermediate Similarity NPC296936
0.7156 Intermediate Similarity NPC470866
0.7156 Intermediate Similarity NPC470865
0.7156 Intermediate Similarity NPC304011
0.7156 Intermediate Similarity NPC475643
0.7156 Intermediate Similarity NPC237071
0.7156 Intermediate Similarity NPC195297
0.7156 Intermediate Similarity NPC97700
0.7156 Intermediate Similarity NPC203434
0.7156 Intermediate Similarity NPC116756
0.7156 Intermediate Similarity NPC476510
0.7156 Intermediate Similarity NPC142264
0.7156 Intermediate Similarity NPC139271
0.7156 Intermediate Similarity NPC284104
0.7156 Intermediate Similarity NPC121453
0.7156 Intermediate Similarity NPC232037
0.713 Intermediate Similarity NPC191915
0.713 Intermediate Similarity NPC151214
0.713 Intermediate Similarity NPC175
0.713 Intermediate Similarity NPC113500
0.713 Intermediate Similarity NPC3538
0.713 Intermediate Similarity NPC477224
0.713 Intermediate Similarity NPC473503
0.713 Intermediate Similarity NPC475325
0.7109 Intermediate Similarity NPC122819
0.7091 Intermediate Similarity NPC83137
0.7091 Intermediate Similarity NPC477222
0.7091 Intermediate Similarity NPC470862
0.7091 Intermediate Similarity NPC476112
0.7091 Intermediate Similarity NPC210157
0.7091 Intermediate Similarity NPC51520
0.7091 Intermediate Similarity NPC470591
0.7091 Intermediate Similarity NPC475207
0.7091 Intermediate Similarity NPC303069
0.7091 Intermediate Similarity NPC274200
0.7091 Intermediate Similarity NPC477223
0.7091 Intermediate Similarity NPC233649
0.7091 Intermediate Similarity NPC470028
0.7091 Intermediate Similarity NPC232611
0.7091 Intermediate Similarity NPC470861
0.7091 Intermediate Similarity NPC307534
0.7091 Intermediate Similarity NPC115165
0.7083 Intermediate Similarity NPC221196
0.7083 Intermediate Similarity NPC39485
0.7077 Intermediate Similarity NPC297058
0.7075 Intermediate Similarity NPC20822
0.7064 Intermediate Similarity NPC473064
0.7064 Intermediate Similarity NPC473067
0.7064 Intermediate Similarity NPC469710
0.7064 Intermediate Similarity NPC473065
0.7054 Intermediate Similarity NPC147753
0.7054 Intermediate Similarity NPC477072
0.7054 Intermediate Similarity NPC477172
0.7054 Intermediate Similarity NPC150057
0.7037 Intermediate Similarity NPC171741
0.7037 Intermediate Similarity NPC323231
0.7037 Intermediate Similarity NPC224003
0.7037 Intermediate Similarity NPC470623
0.7037 Intermediate Similarity NPC18724
0.7031 Intermediate Similarity NPC475472
0.7031 Intermediate Similarity NPC139585
0.7027 Intermediate Similarity NPC473616
0.7027 Intermediate Similarity NPC473518
0.7027 Intermediate Similarity NPC291548
0.7 Intermediate Similarity NPC473287
0.7 Intermediate Similarity NPC472989
0.7 Intermediate Similarity NPC252056
0.6977 Remote Similarity NPC73829
0.6977 Remote Similarity NPC119794
0.6972 Remote Similarity NPC267238
0.6972 Remote Similarity NPC77717
0.6972 Remote Similarity NPC471373
0.6972 Remote Similarity NPC470283
0.6972 Remote Similarity NPC148593
0.6972 Remote Similarity NPC253611
0.6964 Remote Similarity NPC20028
0.6931 Remote Similarity NPC318258
0.6923 Remote Similarity NPC76999
0.6909 Remote Similarity NPC205129
0.6909 Remote Similarity NPC471425
0.6909 Remote Similarity NPC471424
0.6909 Remote Similarity NPC189575
0.6909 Remote Similarity NPC471429
0.6909 Remote Similarity NPC106701
0.6909 Remote Similarity NPC215570
0.6903 Remote Similarity NPC108227
0.6903 Remote Similarity NPC476512
0.6903 Remote Similarity NPC472081
0.6903 Remote Similarity NPC476839
0.6903 Remote Similarity NPC475574
0.6903 Remote Similarity NPC476838
0.6875 Remote Similarity NPC476967
0.6875 Remote Similarity NPC309249
0.6875 Remote Similarity NPC473638
0.687 Remote Similarity NPC75318
0.687 Remote Similarity NPC280941
0.687 Remote Similarity NPC235772
0.687 Remote Similarity NPC469827
0.6842 Remote Similarity NPC312553

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC317534 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
0.8241 Intermediate Similarity NPD8174 Phase 2
0.7436 Intermediate Similarity NPD6940 Discontinued
0.7358 Intermediate Similarity NPD8171 Discontinued
0.7109 Intermediate Similarity NPD8449 Approved
0.7054 Intermediate Similarity NPD8450 Suspended
0.6909 Remote Similarity NPD7991 Discontinued
0.6724 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6723 Remote Similarity NPD8087 Discontinued
0.6667 Remote Similarity NPD4837 Approved
0.6667 Remote Similarity NPD4838 Approved
0.6667 Remote Similarity NPD4835 Approved
0.6667 Remote Similarity NPD4836 Approved
0.6636 Remote Similarity NPD3200 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5796 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5794 Approved
0.6606 Remote Similarity NPD5797 Approved
0.6606 Remote Similarity NPD5798 Approved
0.6606 Remote Similarity NPD5795 Approved
0.6574 Remote Similarity NPD3209 Approved
0.6574 Remote Similarity NPD3203 Approved
0.6574 Remote Similarity NPD3202 Approved
0.6574 Remote Similarity NPD3207 Approved
0.6574 Remote Similarity NPD3201 Approved
0.6574 Remote Similarity NPD3208 Approved
0.6574 Remote Similarity NPD2698 Approved
0.6538 Remote Similarity NPD6928 Phase 2
0.6508 Remote Similarity NPD8347 Approved
0.6508 Remote Similarity NPD8346 Approved
0.6508 Remote Similarity NPD8345 Approved
0.6491 Remote Similarity NPD4282 Approved
0.6481 Remote Similarity NPD8308 Discontinued
0.6348 Remote Similarity NPD7919 Phase 3
0.6348 Remote Similarity NPD7920 Phase 3
0.6333 Remote Similarity NPD8307 Discontinued
0.6293 Remote Similarity NPD8088 Phase 1
0.625 Remote Similarity NPD5376 Approved
0.6224 Remote Similarity NPD9030 Approved
0.6224 Remote Similarity NPD9033 Approved
0.6224 Remote Similarity NPD9031 Approved
0.6224 Remote Similarity NPD9032 Approved
0.6198 Remote Similarity NPD8140 Approved
0.6174 Remote Similarity NPD5377 Approved
0.6174 Remote Similarity NPD5381 Approved
0.6174 Remote Similarity NPD5378 Approved
0.616 Remote Similarity NPD8133 Approved
0.6102 Remote Similarity NPD8418 Phase 2
0.6083 Remote Similarity NPD8275 Approved
0.6083 Remote Similarity NPD8276 Approved
0.6066 Remote Similarity NPD7646 Clinical (unspecified phase)
0.6048 Remote Similarity NPD4833 Approved
0.6048 Remote Similarity NPD35 Approved
0.6019 Remote Similarity NPD9034 Approved
0.6019 Remote Similarity NPD67 Phase 2
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD8085 Approved
0.6 Remote Similarity NPD8082 Approved
0.6 Remote Similarity NPD8086 Approved
0.6 Remote Similarity NPD8138 Approved
0.6 Remote Similarity NPD8084 Approved
0.6 Remote Similarity NPD8139 Approved
0.6 Remote Similarity NPD8377 Approved
0.6 Remote Similarity NPD8083 Approved
0.5984 Remote Similarity NPD8393 Approved
0.5983 Remote Similarity NPD6428 Approved
0.5954 Remote Similarity NPD8033 Approved
0.5954 Remote Similarity NPD8296 Approved
0.5954 Remote Similarity NPD8379 Approved
0.5954 Remote Similarity NPD8335 Approved
0.5954 Remote Similarity NPD8380 Approved
0.5954 Remote Similarity NPD8378 Approved
0.594 Remote Similarity NPD577 Phase 3
0.594 Remote Similarity NPD591 Approved
0.5935 Remote Similarity NPD6412 Phase 2
0.5902 Remote Similarity NPD8081 Approved
0.5902 Remote Similarity NPD2700 Approved
0.5882 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5854 Remote Similarity NPD6920 Discontinued
0.5846 Remote Similarity NPD7328 Approved
0.5846 Remote Similarity NPD7327 Approved
0.584 Remote Similarity NPD8132 Clinical (unspecified phase)
0.584 Remote Similarity NPD6941 Approved
0.582 Remote Similarity NPD8045 Clinical (unspecified phase)
0.582 Remote Similarity NPD7986 Approved
0.582 Remote Similarity NPD7911 Approved
0.582 Remote Similarity NPD7912 Approved
0.582 Remote Similarity NPD7987 Approved
0.581 Remote Similarity NPD1811 Approved
0.581 Remote Similarity NPD1810 Approved
0.5802 Remote Similarity NPD7516 Approved
0.5781 Remote Similarity NPD3731 Phase 3
0.5769 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5748 Remote Similarity NPD2690 Discontinued
0.5728 Remote Similarity NPD9445 Approved
0.5726 Remote Similarity NPD8040 Discontinued
0.5714 Remote Similarity NPD8306 Approved
0.5714 Remote Similarity NPD8305 Approved
0.5714 Remote Similarity NPD7503 Approved
0.5703 Remote Similarity NPD6429 Approved
0.5703 Remote Similarity NPD6430 Approved
0.5692 Remote Similarity NPD7755 Approved
0.5692 Remote Similarity NPD7754 Approved
0.5692 Remote Similarity NPD4830 Approved
0.5692 Remote Similarity NPD4832 Approved
0.5692 Remote Similarity NPD4831 Approved
0.568 Remote Similarity NPD7989 Approved
0.568 Remote Similarity NPD7990 Approved
0.5676 Remote Similarity NPD7625 Phase 1
0.5635 Remote Similarity NPD6415 Discontinued
0.5612 Remote Similarity NPD6914 Discontinued
0.5603 Remote Similarity NPD3716 Discontinued

Structure

External Identifiers

PubChem CID   11204813
ChEMBL   CHEMBL505546
ZINC  

Physicochemical Properties

Molecular Weight:  707.53
ALogP:  -1.3444
MLogP:  4.98
XLogP:  11.406
# Rotatable Bonds:  24
Polar Surface Area:  165.86
# H-Bond Aceptor:  9
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  50

Download Data

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Similar NPs/Drugs