Natural Product: NPC289486

Natural Product ID:  NPC289486
Common Name:   Rel-3Alpha-Hydroxy-28-Acetoxy-30-Norlupan-20-One
IUPAC Name:   [(1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl acetate
Synonyms:  
Molecular Formula:   C31H50O4
Standard InCHIKey:  QRNHQHNHLDEWOS-BZFPBGGSSA-N
Standard InCHI:  InChI=1S/C31H50O4/c1-19(32)21-10-15-31(18-35-20(2)33)17-16-29(6)22(26(21)31)8-9-24-28(5)13-12-25(34)27(3,4)23(28)11-14-30(24,29)7/h21-26,34H,8-18H2,1-7H3/t21-,22+,23-,24+,25+,26+,28-,29+,30+,31+/m0/s1
Canonical SMILES:  CC(=O)OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@H](C3(C)C)O)C(=O)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
NPO33010 euonymus carnosus Species Celastraceae Eukaryota Plant PMID[24467317]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 10000 nM 19739598
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 26210507
NPT2 Others Unspecified IC50 > 10000 nM DrugMatrix in vivo data: Pathology
NPT2 Others Unspecified IC50 > 10000 nM 26225905
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM 15497935
NPT2 Others Unspecified IC50 > 10000 nM 18440233

  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 NPC289486 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 NPC61107
0.9487 High Similarity NPC30583
0.9481 High Similarity NPC261616
0.9351 High Similarity NPC320144
0.9342 High Similarity NPC143133
0.9342 High Similarity NPC298168
0.9221 High Similarity NPC185465
0.9211 High Similarity NPC475742
0.9211 High Similarity NPC5767
0.9211 High Similarity NPC4209
0.9103 High Similarity NPC201276
0.9103 High Similarity NPC80891
0.9091 High Similarity NPC221420
0.9091 High Similarity NPC207010
0.9091 High Similarity NPC317913
0.9079 High Similarity NPC195155
0.9079 High Similarity NPC97534
0.9079 High Similarity NPC212733
0.9079 High Similarity NPC174964
0.9012 High Similarity NPC471044
0.9012 High Similarity NPC473336
0.8974 High Similarity NPC80089
0.8974 High Similarity NPC171426
0.8974 High Similarity NPC224802
0.8974 High Similarity NPC324700
0.8974 High Similarity NPC34046
0.8947 High Similarity NPC280026
0.8947 High Similarity NPC167702
0.8902 High Similarity NPC62572
0.8875 High Similarity NPC58631
0.8846 High Similarity NPC23884
0.8816 High Similarity NPC232112
0.878 High Similarity NPC219535
0.878 High Similarity NPC237938
0.878 High Similarity NPC319909
0.8734 High Similarity NPC31031
0.8734 High Similarity NPC243594
0.8718 High Similarity NPC472486
0.8718 High Similarity NPC472487
0.8718 High Similarity NPC471046
0.869 High Similarity NPC33768
0.869 High Similarity NPC252714
0.8684 High Similarity NPC156277
0.8684 High Similarity NPC58057
0.8684 High Similarity NPC469940
0.8684 High Similarity NPC320549
0.8684 High Similarity NPC151018
0.8642 High Similarity NPC12933
0.8642 High Similarity NPC48756
0.8642 High Similarity NPC280781
0.8625 High Similarity NPC220379
0.8608 High Similarity NPC477918
0.8605 High Similarity NPC77756
0.859 High Similarity NPC273366
0.859 High Similarity NPC21220
0.859 High Similarity NPC472311
0.859 High Similarity NPC125767
0.8588 High Similarity NPC474719
0.8588 High Similarity NPC4309
0.8571 High Similarity NPC12774
0.8571 High Similarity NPC83242
0.8571 High Similarity NPC2783
0.8554 High Similarity NPC473299
0.8554 High Similarity NPC474996
0.8553 High Similarity NPC477929
0.8553 High Similarity NPC108131
0.8537 High Similarity NPC268040
0.8537 High Similarity NPC121121
0.8519 High Similarity NPC477851
0.8506 High Similarity NPC52756
0.85 High Similarity NPC26029
0.85 High Similarity NPC329117
0.85 High Similarity NPC472608
0.8488 Intermediate Similarity NPC67653
0.8488 Intermediate Similarity NPC471459
0.8481 Intermediate Similarity NPC477932
0.8481 Intermediate Similarity NPC477933
0.8471 Intermediate Similarity NPC264005
0.8471 Intermediate Similarity NPC269360
0.8462 Intermediate Similarity NPC254340
0.8452 Intermediate Similarity NPC294438
0.8452 Intermediate Similarity NPC264317
0.8442 Intermediate Similarity NPC89310
0.8421 Intermediate Similarity NPC476734
0.8421 Intermediate Similarity NPC327728
0.8421 Intermediate Similarity NPC469941
0.8421 Intermediate Similarity NPC131892
0.8421 Intermediate Similarity NPC6120
0.8421 Intermediate Similarity NPC319671
0.8421 Intermediate Similarity NPC252032
0.8421 Intermediate Similarity NPC213178
0.8415 Intermediate Similarity NPC271572
0.8415 Intermediate Similarity NPC73515
0.8415 Intermediate Similarity NPC476071
0.8415 Intermediate Similarity NPC474870
0.8409 Intermediate Similarity NPC224060
0.8409 Intermediate Similarity NPC476189
0.8409 Intermediate Similarity NPC244356
0.8409 Intermediate Similarity NPC473690
0.8409 Intermediate Similarity NPC471902
0.8409 Intermediate Similarity NPC287118
0.8375 Intermediate Similarity NPC475031
0.8375 Intermediate Similarity NPC471151
0.8372 Intermediate Similarity NPC16377
0.8372 Intermediate Similarity NPC131104
0.8372 Intermediate Similarity NPC3032
0.8372 Intermediate Similarity NPC473319
0.8354 Intermediate Similarity NPC159789
0.8354 Intermediate Similarity NPC179858
0.8354 Intermediate Similarity NPC477934
0.8353 Intermediate Similarity NPC472272
0.8353 Intermediate Similarity NPC80700
0.8353 Intermediate Similarity NPC302111
0.8333 Intermediate Similarity NPC105895
0.8333 Intermediate Similarity NPC282905
0.8333 Intermediate Similarity NPC477229
0.8333 Intermediate Similarity NPC68426
0.8315 Intermediate Similarity NPC303863
0.8295 Intermediate Similarity NPC471901
0.8295 Intermediate Similarity NPC160506
0.8295 Intermediate Similarity NPC475416
0.8293 Intermediate Similarity NPC472853
0.8276 Intermediate Similarity NPC213832
0.8276 Intermediate Similarity NPC220498
0.8276 Intermediate Similarity NPC57954
0.8272 Intermediate Similarity NPC476732
0.8272 Intermediate Similarity NPC199965
0.825 Intermediate Similarity NPC108840
0.8235 Intermediate Similarity NPC473350
0.8235 Intermediate Similarity NPC98270
0.8228 Intermediate Similarity NPC159325
0.8228 Intermediate Similarity NPC168511
0.8228 Intermediate Similarity NPC477930
0.8228 Intermediate Similarity NPC133922
0.8222 Intermediate Similarity NPC62407
0.8222 Intermediate Similarity NPC287354
0.8222 Intermediate Similarity NPC470031
0.8214 Intermediate Similarity NPC475726
0.8214 Intermediate Similarity NPC471037
0.8214 Intermediate Similarity NPC327451
0.8214 Intermediate Similarity NPC472743
0.8202 Intermediate Similarity NPC472147
0.8202 Intermediate Similarity NPC294263
0.8202 Intermediate Similarity NPC472148
0.8193 Intermediate Similarity NPC50658
0.8193 Intermediate Similarity NPC469745
0.8182 Intermediate Similarity NPC169933
0.8182 Intermediate Similarity NPC185529
0.8182 Intermediate Similarity NPC475211
0.8182 Intermediate Similarity NPC472146
0.8182 Intermediate Similarity NPC88337
0.8182 Intermediate Similarity NPC196197
0.8171 Intermediate Similarity NPC472310
0.8171 Intermediate Similarity NPC73013
0.8161 Intermediate Similarity NPC471900
0.8148 Intermediate Similarity NPC212453
0.8148 Intermediate Similarity NPC180199
0.8148 Intermediate Similarity NPC477919
0.8148 Intermediate Similarity NPC474404
0.814 Intermediate Similarity NPC248216
0.814 Intermediate Similarity NPC120395
0.814 Intermediate Similarity NPC92139
0.8125 Intermediate Similarity NPC267753
0.8118 Intermediate Similarity NPC25037
0.8118 Intermediate Similarity NPC477434
0.8118 Intermediate Similarity NPC475509
0.8118 Intermediate Similarity NPC475745
0.8118 Intermediate Similarity NPC474482
0.8118 Intermediate Similarity NPC50438
0.8118 Intermediate Similarity NPC34984
0.8101 Intermediate Similarity NPC81759
0.8101 Intermediate Similarity NPC310766
0.8095 Intermediate Similarity NPC477935
0.8095 Intermediate Similarity NPC317066
0.8095 Intermediate Similarity NPC13494
0.8077 Intermediate Similarity NPC477850
0.8072 Intermediate Similarity NPC470609
0.8068 Intermediate Similarity NPC24705
0.8068 Intermediate Similarity NPC200580
0.8068 Intermediate Similarity NPC247312
0.8068 Intermediate Similarity NPC61688
0.8068 Intermediate Similarity NPC271974
0.8068 Intermediate Similarity NPC56962
0.8052 Intermediate Similarity NPC473225
0.8049 Intermediate Similarity NPC471045
0.8046 Intermediate Similarity NPC4643
0.8046 Intermediate Similarity NPC57469
0.8046 Intermediate Similarity NPC239938
0.8046 Intermediate Similarity NPC470920
0.8043 Intermediate Similarity NPC472273
0.8026 Intermediate Similarity NPC42060
0.8026 Intermediate Similarity NPC142712
0.8026 Intermediate Similarity NPC477931
0.8026 Intermediate Similarity NPC268736
0.8023 Intermediate Similarity NPC292553
0.8023 Intermediate Similarity NPC201655
0.8022 Intermediate Similarity NPC305808
0.8022 Intermediate Similarity NPC98639
0.8 Intermediate Similarity NPC472232
0.8 Intermediate Similarity NPC5280

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC289486 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
0.9211 High Similarity NPD6117 Approved
0.9091 High Similarity NPD6116 Phase 1
0.8974 High Similarity NPD6115 Approved
0.8974 High Similarity NPD6697 Approved
0.8974 High Similarity NPD6114 Approved
0.8974 High Similarity NPD6118 Approved
0.8947 High Similarity NPD6113 Clinical (unspecified phase)
0.8684 High Similarity NPD4808 Clinical (unspecified phase)
0.8684 High Similarity NPD4809 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8354 Intermediate Similarity NPD3703 Phase 2
0.8295 Intermediate Similarity NPD8034 Phase 2
0.8295 Intermediate Similarity NPD8035 Phase 2
0.8205 Intermediate Similarity NPD6081 Approved
0.8205 Intermediate Similarity NPD5777 Approved
0.8125 Intermediate Similarity NPD3702 Approved
0.8077 Intermediate Similarity NPD4789 Approved
0.8077 Intermediate Similarity NPD4244 Approved
0.8077 Intermediate Similarity NPD4245 Approved
0.8052 Intermediate Similarity NPD5360 Phase 3
0.8052 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8026 Intermediate Similarity NPD4224 Phase 2
0.7949 Intermediate Similarity NPD3698 Phase 2
0.7895 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD3671 Phase 1
0.7531 Intermediate Similarity NPD4758 Discontinued
0.7527 Intermediate Similarity NPD7748 Approved
0.75 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD6399 Phase 3
0.7412 Intermediate Similarity NPD5364 Discontinued
0.73 Intermediate Similarity NPD5739 Approved
0.73 Intermediate Similarity NPD6402 Approved
0.73 Intermediate Similarity NPD6675 Approved
0.73 Intermediate Similarity NPD7128 Approved
0.7292 Intermediate Similarity NPD7902 Approved
0.7283 Intermediate Similarity NPD5328 Approved
0.72 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD6881 Approved
0.7157 Intermediate Similarity NPD7320 Approved
0.7157 Intermediate Similarity NPD6899 Approved
0.7143 Intermediate Similarity NPD8418 Phase 2
0.7128 Intermediate Similarity NPD6079 Approved
0.7111 Intermediate Similarity NPD4786 Approved
0.7087 Intermediate Similarity NPD6373 Approved
0.7087 Intermediate Similarity NPD6372 Approved
0.7059 Intermediate Similarity NPD5697 Approved
0.7059 Intermediate Similarity NPD5701 Approved
0.7045 Intermediate Similarity NPD6928 Phase 2
0.7041 Intermediate Similarity NPD7638 Approved
0.7019 Intermediate Similarity NPD7102 Approved
0.7019 Intermediate Similarity NPD6883 Approved
0.7019 Intermediate Similarity NPD7290 Approved
0.7 Intermediate Similarity NPD4788 Approved
0.699 Remote Similarity NPD6011 Approved
0.6989 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6988 Remote Similarity NPD4787 Phase 1
0.6979 Remote Similarity NPD7900 Approved
0.6979 Remote Similarity NPD7901 Clinical (unspecified phase)
0.697 Remote Similarity NPD7640 Approved
0.697 Remote Similarity NPD7639 Approved
0.6957 Remote Similarity NPD3618 Phase 1
0.6952 Remote Similarity NPD6869 Approved
0.6952 Remote Similarity NPD8130 Phase 1
0.6952 Remote Similarity NPD6617 Approved
0.6952 Remote Similarity NPD6650 Approved
0.6952 Remote Similarity NPD6649 Approved
0.6952 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6952 Remote Similarity NPD6847 Approved
0.6939 Remote Similarity NPD6084 Phase 2
0.6939 Remote Similarity NPD6083 Phase 2
0.6923 Remote Similarity NPD6014 Approved
0.6923 Remote Similarity NPD6012 Approved
0.6923 Remote Similarity NPD6013 Approved
0.6889 Remote Similarity NPD3667 Approved
0.6887 Remote Similarity NPD8297 Approved
0.6887 Remote Similarity NPD6882 Approved
0.6837 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5221 Approved
0.6837 Remote Similarity NPD5222 Approved
0.6837 Remote Similarity NPD4697 Phase 3
0.6832 Remote Similarity NPD7632 Discontinued
0.6809 Remote Similarity NPD6672 Approved
0.6809 Remote Similarity NPD5737 Approved
0.6796 Remote Similarity NPD6920 Discontinued
0.6795 Remote Similarity NPD3198 Approved
0.6774 Remote Similarity NPD7146 Approved
0.6774 Remote Similarity NPD7521 Approved
0.6774 Remote Similarity NPD6684 Approved
0.6774 Remote Similarity NPD5330 Approved
0.6774 Remote Similarity NPD7334 Approved
0.6774 Remote Similarity NPD6409 Approved
0.6768 Remote Similarity NPD4755 Approved
0.6768 Remote Similarity NPD5173 Approved
0.6701 Remote Similarity NPD4202 Approved
0.6697 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6636 Remote Similarity NPD7115 Discovery
0.6634 Remote Similarity NPD4696 Approved
0.6634 Remote Similarity NPD5286 Approved
0.6634 Remote Similarity NPD4700 Approved
0.6634 Remote Similarity NPD5285 Approved
0.6632 Remote Similarity NPD6903 Approved
0.6579 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6335 Approved
0.6569 Remote Similarity NPD5223 Approved
0.6566 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6566 Remote Similarity NPD5695 Phase 3
0.6559 Remote Similarity NPD3666 Approved
0.6559 Remote Similarity NPD3665 Phase 1
0.6559 Remote Similarity NPD3133 Approved
0.6545 Remote Similarity NPD6940 Discontinued
0.6545 Remote Similarity NPD6274 Approved
0.6535 Remote Similarity NPD5696 Approved
0.6518 Remote Similarity NPD7101 Approved
0.6518 Remote Similarity NPD7100 Approved
0.6514 Remote Similarity NPD8133 Approved
0.6514 Remote Similarity NPD4632 Approved
0.6514 Remote Similarity NPD8298 Phase 2
0.6509 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6415 Discontinued
0.6505 Remote Similarity NPD5225 Approved
0.6505 Remote Similarity NPD5211 Phase 2
0.6505 Remote Similarity NPD4633 Approved
0.6505 Remote Similarity NPD5226 Approved
0.6505 Remote Similarity NPD5224 Approved
0.6486 Remote Similarity NPD6317 Approved
0.6476 Remote Similarity NPD6008 Approved
0.6449 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6444 Remote Similarity NPD4802 Phase 2
0.6444 Remote Similarity NPD4238 Approved
0.6442 Remote Similarity NPD5174 Approved
0.6442 Remote Similarity NPD4754 Approved
0.6442 Remote Similarity NPD5175 Approved
0.6429 Remote Similarity NPD6314 Approved
0.6429 Remote Similarity NPD6313 Approved
0.6421 Remote Similarity NPD6098 Approved
0.6408 Remote Similarity NPD1700 Approved
0.6404 Remote Similarity NPD6908 Approved
0.6404 Remote Similarity NPD6909 Approved
0.6392 Remote Similarity NPD6904 Approved
0.6392 Remote Similarity NPD4753 Phase 2
0.6392 Remote Similarity NPD6673 Approved
0.6392 Remote Similarity NPD6080 Approved
0.6383 Remote Similarity NPD3668 Phase 3
0.6381 Remote Similarity NPD5141 Approved
0.6374 Remote Similarity NPD7645 Phase 2
0.6364 Remote Similarity NPD8171 Discontinued
0.6356 Remote Similarity NPD7736 Approved
0.6354 Remote Similarity NPD3573 Approved
0.6339 Remote Similarity NPD6009 Approved
0.6339 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6325 Remote Similarity NPD7507 Approved
0.6321 Remote Similarity NPD4767 Approved
0.6321 Remote Similarity NPD4768 Approved
0.6316 Remote Similarity NPD6319 Approved
0.6293 Remote Similarity NPD7604 Phase 2
0.6265 Remote Similarity NPD7909 Approved
0.6264 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6264 Remote Similarity NPD3617 Approved
0.6263 Remote Similarity NPD6411 Approved
0.6262 Remote Similarity NPD6412 Phase 2
0.6261 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5983 Phase 2
0.625 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7492 Approved
0.6224 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6204 Remote Similarity NPD4730 Approved
0.6204 Remote Similarity NPD5168 Approved
0.6204 Remote Similarity NPD4729 Approved
0.6204 Remote Similarity NPD5128 Approved
0.6186 Remote Similarity NPD6616 Approved
0.6186 Remote Similarity NPD6336 Discontinued
0.6174 Remote Similarity NPD6059 Approved
0.6174 Remote Similarity NPD6054 Approved
0.617 Remote Similarity NPD6435 Approved
0.617 Remote Similarity NPD4223 Phase 3
0.617 Remote Similarity NPD4221 Approved
0.6167 Remote Similarity NPD7319 Approved
0.6154 Remote Similarity NPD615 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8328 Phase 3
0.6147 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6146 Remote Similarity NPD5329 Approved
0.6139 Remote Similarity NPD6001 Approved
0.6134 Remote Similarity NPD8293 Discontinued
0.6134 Remote Similarity NPD7078 Approved
0.6122 Remote Similarity NPD5208 Approved
0.6111 Remote Similarity NPD6942 Approved
0.6111 Remote Similarity NPD7339 Approved
0.6111 Remote Similarity NPD7646 Clinical (unspecified phase)
0.61 Remote Similarity NPD5693 Phase 1
0.61 Remote Similarity NPD5281 Approved
0.61 Remote Similarity NPD6050 Approved
0.61 Remote Similarity NPD5284 Approved
0.6091 Remote Similarity NPD4634 Approved
0.6091 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5251 Approved

Structure

External Identifiers

PubChem CID   76317492
ChEMBL   CHEMBL3109396
ZINC  

Physicochemical Properties

Molecular Weight:  486.37
ALogP:  1.0015
MLogP:  4.43
XLogP:  8.58
# Rotatable Bonds:  12
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# 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