Natural Product: NPC265094

Natural Product ID:  NPC265094
Common Name:   Saussureamine B
IUPAC Name:   (2S)-1-[[(3R,3aS,6aR,9aR,9bS)-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-3-yl]methyl]pyrrolidine-2-carboxylic acid
Synonyms:  
Molecular Formula:   C20H27NO4
Standard InCHIKey:  XXYMNUOJMDOHBS-QQCJEOGWSA-N
Standard InCHI:  InChI=1S/C20H27NO4/c1-11-5-8-14-15(10-21-9-3-4-16(21)19(22)23)20(24)25-18(14)17-12(2)6-7-13(11)17/h13-18H,1-10H2,(H,22,23)/t13-,14-,15-,16-,17-,18-/m0/s1
Canonical SMILES:  OC(=O)[C@@H]1CCCN1C[C@@H]1C(=O)O[C@H]2[C@H]1CCC(=C)[C@H]1[C@@H]2C(=C)CC1
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
NPO29603 Saussureae involucratae herba NA NA NA TCMSP*
NPO25825 Saussurea costus Species Asteraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Inhibition = 19 % 10.1039/C2MD20172K
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 87 % 10.1039/C2MD20172K
NPT2 Others Unspecified IC50 = 2.8 ug/ml 10.1039/C2MD20172K

  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 NPC265094 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
0.8302 Intermediate Similarity NPC15413
0.8261 Intermediate Similarity NPC474371
0.8208 Intermediate Similarity NPC271562
0.8165 Intermediate Similarity NPC469466
0.8 Intermediate Similarity NPC76660
0.8 Intermediate Similarity NPC276995
0.7719 Intermediate Similarity NPC209734
0.7455 Intermediate Similarity NPC236644
0.7184 Intermediate Similarity NPC322966
0.7083 Intermediate Similarity NPC230849
0.7083 Intermediate Similarity NPC11379
0.7059 Intermediate Similarity NPC174463
0.7037 Intermediate Similarity NPC471843
0.6991 Remote Similarity NPC471844
0.697 Remote Similarity NPC216090
0.6942 Remote Similarity NPC88190
0.6917 Remote Similarity NPC476952
0.6891 Remote Similarity NPC471846
0.6891 Remote Similarity NPC202722
0.6891 Remote Similarity NPC471845
0.6891 Remote Similarity NPC39041
0.6891 Remote Similarity NPC241294
0.6875 Remote Similarity NPC133089
0.6857 Remote Similarity NPC203170
0.6818 Remote Similarity NPC476344
0.68 Remote Similarity NPC309525
0.6789 Remote Similarity NPC150041
0.6786 Remote Similarity NPC188785
0.6772 Remote Similarity NPC470539
0.6746 Remote Similarity NPC476951
0.6726 Remote Similarity NPC287638
0.6726 Remote Similarity NPC194750
0.6726 Remote Similarity NPC233274
0.6637 Remote Similarity NPC474348
0.6612 Remote Similarity NPC470538
0.6589 Remote Similarity NPC215507
0.6589 Remote Similarity NPC307165
0.6574 Remote Similarity NPC476019
0.6571 Remote Similarity NPC90476
0.6571 Remote Similarity NPC69374
0.6569 Remote Similarity NPC51507
0.6562 Remote Similarity NPC5714
0.6555 Remote Similarity NPC58281
0.6504 Remote Similarity NPC235625
0.6504 Remote Similarity NPC471109
0.6484 Remote Similarity NPC280903
0.6476 Remote Similarity NPC277918
0.6441 Remote Similarity NPC470535
0.6434 Remote Similarity NPC173173
0.6417 Remote Similarity NPC470534
0.6412 Remote Similarity NPC120335
0.6408 Remote Similarity NPC156658
0.6408 Remote Similarity NPC258965
0.6387 Remote Similarity NPC470536
0.6381 Remote Similarity NPC128246
0.6381 Remote Similarity NPC111409
0.6377 Remote Similarity NPC57976
0.6357 Remote Similarity NPC470537
0.6349 Remote Similarity NPC23963
0.6346 Remote Similarity NPC126248
0.6339 Remote Similarity NPC40663
0.6333 Remote Similarity NPC473232
0.6303 Remote Similarity NPC171734
0.6303 Remote Similarity NPC70235
0.63 Remote Similarity NPC320537
0.63 Remote Similarity NPC143979
0.6296 Remote Similarity NPC52533
0.6296 Remote Similarity NPC324506
0.6293 Remote Similarity NPC471097
0.6293 Remote Similarity NPC475149
0.6271 Remote Similarity NPC86906
0.6239 Remote Similarity NPC215988
0.6239 Remote Similarity NPC217983
0.6239 Remote Similarity NPC207114
0.6239 Remote Similarity NPC53158
0.623 Remote Similarity NPC314550
0.6226 Remote Similarity NPC245665
0.6204 Remote Similarity NPC309757
0.6204 Remote Similarity NPC187661
0.6204 Remote Similarity NPC236692
0.6202 Remote Similarity NPC477985
0.6202 Remote Similarity NPC471087
0.6202 Remote Similarity NPC326386
0.6198 Remote Similarity NPC63511
0.6186 Remote Similarity NPC119329
0.6186 Remote Similarity NPC64168
0.6182 Remote Similarity NPC38392
0.6179 Remote Similarity NPC193471
0.6179 Remote Similarity NPC469597
0.6179 Remote Similarity NPC130124
0.6168 Remote Similarity NPC224386
0.6168 Remote Similarity NPC194859
0.6161 Remote Similarity NPC469998
0.6148 Remote Similarity NPC316984
0.6148 Remote Similarity NPC30911
0.6147 Remote Similarity NPC475773
0.6147 Remote Similarity NPC118601
0.6147 Remote Similarity NPC201658
0.6134 Remote Similarity NPC195841
0.6134 Remote Similarity NPC233256
0.6132 Remote Similarity NPC246076
0.6129 Remote Similarity NPC135431
0.6126 Remote Similarity NPC54065
0.6126 Remote Similarity NPC297474
0.6126 Remote Similarity NPC17143
0.6126 Remote Similarity NPC47230
0.6126 Remote Similarity NPC19087
0.6124 Remote Similarity NPC111162
0.6124 Remote Similarity NPC293550
0.6124 Remote Similarity NPC477990
0.6124 Remote Similarity NPC323168
0.6124 Remote Similarity NPC477989
0.6121 Remote Similarity NPC475791
0.6121 Remote Similarity NPC13175
0.6117 Remote Similarity NPC233108
0.6117 Remote Similarity NPC208223
0.6111 Remote Similarity NPC300082
0.6111 Remote Similarity NPC284534
0.6111 Remote Similarity NPC204105
0.6102 Remote Similarity NPC80439
0.6102 Remote Similarity NPC279833
0.6102 Remote Similarity NPC6271
0.6102 Remote Similarity NPC173690
0.6094 Remote Similarity NPC238323
0.6094 Remote Similarity NPC476504
0.6091 Remote Similarity NPC178875
0.6091 Remote Similarity NPC79549
0.609 Remote Similarity NPC477988
0.6083 Remote Similarity NPC176773
0.608 Remote Similarity NPC209252
0.6077 Remote Similarity NPC469999
0.6075 Remote Similarity NPC54468
0.6071 Remote Similarity NPC171360
0.6071 Remote Similarity NPC29821
0.6071 Remote Similarity NPC63193
0.6071 Remote Similarity NPC475925
0.6071 Remote Similarity NPC184063
0.6071 Remote Similarity NPC35959
0.6071 Remote Similarity NPC133888
0.6071 Remote Similarity NPC293001
0.6071 Remote Similarity NPC57304
0.6066 Remote Similarity NPC470527
0.6066 Remote Similarity NPC470531
0.6066 Remote Similarity NPC470528
0.6066 Remote Similarity NPC470532
0.6066 Remote Similarity NPC470530
0.6066 Remote Similarity NPC470533
0.6066 Remote Similarity NPC470529
0.6061 Remote Similarity NPC471086
0.6055 Remote Similarity NPC56593
0.605 Remote Similarity NPC475239
0.6036 Remote Similarity NPC12872
0.6036 Remote Similarity NPC155935
0.6036 Remote Similarity NPC168679
0.6036 Remote Similarity NPC215556
0.6034 Remote Similarity NPC475758
0.6032 Remote Similarity NPC65045
0.6031 Remote Similarity NPC477987
0.6031 Remote Similarity NPC329401
0.6019 Remote Similarity NPC156485
0.6019 Remote Similarity NPC165287
0.6018 Remote Similarity NPC473263
0.6018 Remote Similarity NPC473234
0.6018 Remote Similarity NPC475788
0.6018 Remote Similarity NPC473273
0.6018 Remote Similarity NPC308656
0.6018 Remote Similarity NPC60386
0.6016 Remote Similarity NPC79238
0.6016 Remote Similarity NPC474411
0.6016 Remote Similarity NPC474431
0.6016 Remote Similarity NPC476875
0.6 Remote Similarity NPC476449
0.6 Remote Similarity NPC190753
0.5984 Remote Similarity NPC106791
0.5984 Remote Similarity NPC201889
0.5984 Remote Similarity NPC284656
0.5983 Remote Similarity NPC128698
0.5983 Remote Similarity NPC239768
0.5982 Remote Similarity NPC35809
0.5982 Remote Similarity NPC216284
0.598 Remote Similarity NPC472966
0.5966 Remote Similarity NPC471260
0.5954 Remote Similarity NPC476503
0.5943 Remote Similarity NPC290508
0.5943 Remote Similarity NPC293418
0.5943 Remote Similarity NPC73052
0.5943 Remote Similarity NPC6823
0.5938 Remote Similarity NPC477986
0.5938 Remote Similarity NPC35037
0.5938 Remote Similarity NPC138534
0.5929 Remote Similarity NPC133698
0.5929 Remote Similarity NPC155215
0.5913 Remote Similarity NPC476053
0.5913 Remote Similarity NPC472873
0.5913 Remote Similarity NPC163228
0.5909 Remote Similarity NPC67493
0.5909 Remote Similarity NPC304558
0.5909 Remote Similarity NPC64153
0.5909 Remote Similarity NPC238593
0.5897 Remote Similarity NPC220234

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC265094 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
0.6373 Remote Similarity NPD617 Approved
0.632 Remote Similarity NPD7517 Approved
0.632 Remote Similarity NPD7519 Approved
0.632 Remote Similarity NPD7518 Approved
0.6306 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6283 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6179 Remote Similarity NPD1376 Discontinued
0.6148 Remote Similarity NPD2204 Approved
0.6087 Remote Similarity NPD3714 Approved
0.6087 Remote Similarity NPD3715 Approved
0.6087 Remote Similarity NPD3713 Approved
0.6066 Remote Similarity NPD6420 Discontinued
0.6063 Remote Similarity NPD2132 Phase 3
0.6 Remote Similarity NPD7122 Discontinued
0.59 Remote Similarity NPD2694 Approved
0.59 Remote Similarity NPD2696 Approved
0.59 Remote Similarity NPD2695 Approved
0.59 Remote Similarity NPD2697 Approved
0.5841 Remote Similarity NPD2682 Approved
0.5827 Remote Similarity NPD7755 Approved
0.5827 Remote Similarity NPD7754 Approved
0.5781 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5769 Remote Similarity NPD1689 Approved
0.5766 Remote Similarity NPD2613 Approved
0.5745 Remote Similarity NPD5725 Approved
0.5743 Remote Similarity NPD2220 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7641 Discontinued
0.5725 Remote Similarity NPD6909 Approved
0.5725 Remote Similarity NPD6908 Approved
0.5714 Remote Similarity NPD4218 Approved
0.5714 Remote Similarity NPD2612 Approved
0.5714 Remote Similarity NPD4215 Approved
0.5714 Remote Similarity NPD4217 Approved
0.5714 Remote Similarity NPD2610 Approved
0.5714 Remote Similarity NPD2609 Approved
0.5714 Remote Similarity NPD2611 Approved
0.5714 Remote Similarity NPD3131 Approved
0.5714 Remote Similarity NPD4216 Approved
0.5714 Remote Similarity NPD3132 Approved
0.5714 Remote Similarity NPD2608 Approved
0.5693 Remote Similarity NPD4175 Approved
0.5693 Remote Similarity NPD4177 Approved
0.5693 Remote Similarity NPD2101 Approved
0.5691 Remote Similarity NPD8140 Approved
0.5688 Remote Similarity NPD882 Phase 2
0.5688 Remote Similarity NPD883 Phase 2
0.5672 Remote Similarity NPD3677 Clinical (unspecified phase)
0.5643 Remote Similarity NPD3615 Approved
0.5643 Remote Similarity NPD2573 Approved
0.5643 Remote Similarity NPD3614 Approved
0.5643 Remote Similarity NPD3616 Approved
0.5643 Remote Similarity NPD2566 Approved
0.5643 Remote Similarity NPD3089 Approved
0.5643 Remote Similarity NPD3090 Approved
0.5643 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5643 Remote Similarity NPD3087 Approved
0.5643 Remote Similarity NPD3088 Approved
0.5643 Remote Similarity NPD2571 Approved
0.5643 Remote Similarity NPD4746 Phase 3
0.5643 Remote Similarity NPD2570 Approved
0.5643 Remote Similarity NPD2574 Discontinued
0.5643 Remote Similarity NPD4745 Approved
0.5636 Remote Similarity NPD5362 Discontinued
0.5625 Remote Similarity NPD7511 Approved
0.5625 Remote Similarity NPD7512 Approved
0.562 Remote Similarity NPD7751 Phase 1
0.5606 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5606 Remote Similarity NPD8268 Approved
0.5606 Remote Similarity NPD8266 Approved
0.5606 Remote Similarity NPD8267 Approved
0.5606 Remote Similarity NPD8269 Approved

Structure

External Identifiers

PubChem CID   10360205
ChEMBL   CHEMBL3220829
ZINC  

Physicochemical Properties

Molecular Weight:  345.19
ALogP:  0.0624
MLogP:  3.11
XLogP:  2.054
# Rotatable Bonds:  4
Polar Surface Area:  66.84
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  25

Download Data

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