Natural Product: NPC5767

Natural Product ID:  NPC5767
Common Name:   Rel-3Alpha,28-Dihydroxy-30-Norlupan-20-One
IUPAC Name:   1-[(1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bS)-9-hydroxy-3a-(hydroxymethyl)-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-1-yl]ethanone
Synonyms:  
Molecular Formula:   C29H48O3
Standard InCHIKey:  BSALBDFYJLSIOZ-AJVVGMEXSA-N
Standard InCHI:  InChI=1S/C29H48O3/c1-18(31)19-9-14-29(17-30)16-15-27(5)20(24(19)29)7-8-22-26(4)12-11-23(32)25(2,3)21(26)10-13-28(22,27)6/h19-24,30,32H,7-17H2,1-6H3/t19-,20+,21-,22+,23+,24+,26-,27+,28+,29+/m0/s1
Canonical SMILES:  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 26087936
NPT2 Others Unspecified IC50 > 10000 nM DrugMatrix in vivo data: Pathology
NPT2 Others Unspecified IC50 > 10000 nM 26225905
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 14738384
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
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 NPC5767 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 NPC475742
0.9859 High Similarity NPC221420
0.9857 High Similarity NPC195155
0.9857 High Similarity NPC174964
0.9857 High Similarity NPC97534
0.9583 High Similarity NPC23884
0.9571 High Similarity NPC232112
0.9444 High Similarity NPC472486
0.9444 High Similarity NPC472487
0.9429 High Similarity NPC320549
0.9429 High Similarity NPC156277
0.9429 High Similarity NPC151018
0.9429 High Similarity NPC58057
0.9315 High Similarity NPC298168
0.9315 High Similarity NPC143133
0.9306 High Similarity NPC21220
0.9306 High Similarity NPC273366
0.9306 High Similarity NPC125767
0.9211 High Similarity NPC61107
0.9211 High Similarity NPC289486
0.9211 High Similarity NPC30583
0.9167 High Similarity NPC254340
0.9155 High Similarity NPC89310
0.9143 High Similarity NPC327728
0.9143 High Similarity NPC213178
0.9143 High Similarity NPC131892
0.9143 High Similarity NPC6120
0.9067 High Similarity NPC320144
0.9054 High Similarity NPC475031
0.9041 High Similarity NPC212733
0.9041 High Similarity NPC159789
0.9028 High Similarity NPC477229
0.9028 High Similarity NPC68426
0.9028 High Similarity NPC282905
0.8961 High Similarity NPC268040
0.8933 High Similarity NPC185465
0.8919 High Similarity NPC4209
0.8904 High Similarity NPC168511
0.8904 High Similarity NPC133922
0.8904 High Similarity NPC167702
0.8904 High Similarity NPC159325
0.8904 High Similarity NPC280026
0.8846 High Similarity NPC475726
0.8846 High Similarity NPC472743
0.88 High Similarity NPC207010
0.88 High Similarity NPC317913
0.8784 High Similarity NPC267753
0.8767 High Similarity NPC310766
0.8767 High Similarity NPC81759
0.8734 High Similarity NPC474996
0.8734 High Similarity NPC474482
0.8734 High Similarity NPC475745
0.8732 High Similarity NPC473225
0.8714 High Similarity NPC142712
0.8701 High Similarity NPC261616
0.8684 High Similarity NPC34046
0.8684 High Similarity NPC80089
0.8684 High Similarity NPC224802
0.8684 High Similarity NPC324700
0.8684 High Similarity NPC171426
0.8667 High Similarity NPC108840
0.8649 High Similarity NPC130011
0.8642 High Similarity NPC4643
0.8642 High Similarity NPC57469
0.8625 High Similarity NPC292553
0.8611 High Similarity NPC324607
0.8611 High Similarity NPC321732
0.8608 High Similarity NPC327451
0.8592 High Similarity NPC48079
0.8592 High Similarity NPC472984
0.859 High Similarity NPC469745
0.8571 High Similarity NPC201276
0.8571 High Similarity NPC80891
0.8519 High Similarity NPC472738
0.85 High Similarity NPC74595
0.85 High Similarity NPC50438
0.85 High Similarity NPC264665
0.85 High Similarity NPC474233
0.8493 Intermediate Similarity NPC108131
0.8481 Intermediate Similarity NPC317066
0.8472 Intermediate Similarity NPC260319
0.8472 Intermediate Similarity NPC472741
0.8472 Intermediate Similarity NPC180777
0.8472 Intermediate Similarity NPC103647
0.8472 Intermediate Similarity NPC2568
0.8462 Intermediate Similarity NPC470609
0.8462 Intermediate Similarity NPC477851
0.84 Intermediate Similarity NPC472854
0.8395 Intermediate Similarity NPC294438
0.8395 Intermediate Similarity NPC264317
0.8378 Intermediate Similarity NPC473267
0.8356 Intermediate Similarity NPC252032
0.8356 Intermediate Similarity NPC476734
0.8356 Intermediate Similarity NPC469941
0.8356 Intermediate Similarity NPC129829
0.8356 Intermediate Similarity NPC254037
0.8356 Intermediate Similarity NPC319671
0.8354 Intermediate Similarity NPC12933
0.8354 Intermediate Similarity NPC50658
0.8354 Intermediate Similarity NPC58631
0.8333 Intermediate Similarity NPC201459
0.8313 Intermediate Similarity NPC472739
0.8313 Intermediate Similarity NPC474719
0.8312 Intermediate Similarity NPC264602
0.8293 Intermediate Similarity NPC12774
0.8293 Intermediate Similarity NPC476727
0.8293 Intermediate Similarity NPC80700
0.8293 Intermediate Similarity NPC98236
0.8293 Intermediate Similarity NPC269396
0.8293 Intermediate Similarity NPC476726
0.8293 Intermediate Similarity NPC2783
0.8289 Intermediate Similarity NPC472311
0.8286 Intermediate Similarity NPC114891
0.8272 Intermediate Similarity NPC473336
0.8272 Intermediate Similarity NPC105895
0.8272 Intermediate Similarity NPC471044
0.825 Intermediate Similarity NPC328007
0.825 Intermediate Similarity NPC121121
0.8243 Intermediate Similarity NPC477929
0.8243 Intermediate Similarity NPC231945
0.8243 Intermediate Similarity NPC192192
0.8243 Intermediate Similarity NPC476731
0.8228 Intermediate Similarity NPC164999
0.8219 Intermediate Similarity NPC474954
0.8214 Intermediate Similarity NPC122116
0.8205 Intermediate Similarity NPC26029
0.8205 Intermediate Similarity NPC472608
0.8205 Intermediate Similarity NPC329117
0.8193 Intermediate Similarity NPC263802
0.8193 Intermediate Similarity NPC33768
0.8193 Intermediate Similarity NPC269360
0.8193 Intermediate Similarity NPC264005
0.8193 Intermediate Similarity NPC252714
0.8171 Intermediate Similarity NPC76518
0.8171 Intermediate Similarity NPC62572
0.8143 Intermediate Similarity NPC148174
0.8143 Intermediate Similarity NPC71460
0.8143 Intermediate Similarity NPC218585
0.814 Intermediate Similarity NPC224060
0.814 Intermediate Similarity NPC244356
0.8133 Intermediate Similarity NPC290058
0.8133 Intermediate Similarity NPC247195
0.8133 Intermediate Similarity NPC126642
0.8133 Intermediate Similarity NPC127094
0.8125 Intermediate Similarity NPC280781
0.8125 Intermediate Similarity NPC48756
0.8125 Intermediate Similarity NPC474484
0.8125 Intermediate Similarity NPC476071
0.8125 Intermediate Similarity NPC103754
0.8108 Intermediate Similarity NPC196197
0.8095 Intermediate Similarity NPC16377
0.8095 Intermediate Similarity NPC471900
0.8082 Intermediate Similarity NPC473230
0.8082 Intermediate Similarity NPC475884
0.8077 Intermediate Similarity NPC472746
0.8072 Intermediate Similarity NPC472272
0.8072 Intermediate Similarity NPC302111
0.8072 Intermediate Similarity NPC471737
0.8056 Intermediate Similarity NPC473276
0.8056 Intermediate Similarity NPC41577
0.8056 Intermediate Similarity NPC474380
0.8052 Intermediate Similarity NPC27349
0.8052 Intermediate Similarity NPC24014
0.8052 Intermediate Similarity NPC72444
0.8049 Intermediate Similarity NPC319909
0.8049 Intermediate Similarity NPC237938
0.8049 Intermediate Similarity NPC34984
0.8049 Intermediate Similarity NPC219535
0.8049 Intermediate Similarity NPC146683
0.8049 Intermediate Similarity NPC25037
0.8 Intermediate Similarity NPC220498
0.8 Intermediate Similarity NPC282454
0.8 Intermediate Similarity NPC477850
0.8 Intermediate Similarity NPC61688
0.8 Intermediate Similarity NPC213832
0.8 Intermediate Similarity NPC57954
0.7976 Intermediate Similarity NPC202937
0.7975 Intermediate Similarity NPC478128
0.7975 Intermediate Similarity NPC31031
0.7975 Intermediate Similarity NPC243594
0.7973 Intermediate Similarity NPC475977
0.7949 Intermediate Similarity NPC471046
0.7945 Intermediate Similarity NPC42060
0.7945 Intermediate Similarity NPC44122
0.7927 Intermediate Similarity NPC163616
0.7927 Intermediate Similarity NPC118800
0.7927 Intermediate Similarity NPC175410
0.7927 Intermediate Similarity NPC471036
0.7927 Intermediate Similarity NPC472744
0.7927 Intermediate Similarity NPC291320
0.7922 Intermediate Similarity NPC477930
0.7922 Intermediate Similarity NPC477508
0.7917 Intermediate Similarity NPC69149
0.7917 Intermediate Similarity NPC281540
0.7917 Intermediate Similarity NPC118937
0.7917 Intermediate Similarity NPC159654
0.7917 Intermediate Similarity NPC167995
0.7907 Intermediate Similarity NPC169933
0.7907 Intermediate Similarity NPC476296
0.7907 Intermediate Similarity NPC77756

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC5767 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
0.9429 High Similarity NPD4808 Clinical (unspecified phase)
0.9429 High Similarity NPD4809 Clinical (unspecified phase)
0.9143 High Similarity NPD3699 Clinical (unspecified phase)
0.9143 High Similarity NPD3700 Clinical (unspecified phase)
0.9041 High Similarity NPD3703 Phase 2
0.8919 High Similarity NPD6117 Approved
0.8904 High Similarity NPD6113 Clinical (unspecified phase)
0.88 High Similarity NPD6116 Phase 1
0.875 High Similarity NPD4244 Approved
0.875 High Similarity NPD4789 Approved
0.875 High Similarity NPD4245 Approved
0.8732 High Similarity NPD5361 Clinical (unspecified phase)
0.8732 High Similarity NPD5360 Phase 3
0.8684 High Similarity NPD6115 Approved
0.8684 High Similarity NPD6114 Approved
0.8684 High Similarity NPD6697 Approved
0.8684 High Similarity NPD6118 Approved
0.8611 High Similarity NPD3698 Phase 2
0.8571 High Similarity NPD3171 Clinical (unspecified phase)
0.8395 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD3671 Phase 1
0.8133 Intermediate Similarity NPD4758 Discontinued
0.7945 Intermediate Similarity NPD4224 Phase 2
0.7895 Intermediate Similarity NPD6081 Approved
0.7867 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD5328 Approved
0.775 Intermediate Similarity NPD5364 Discontinued
0.7662 Intermediate Similarity NPD5777 Approved
0.7619 Intermediate Similarity NPD4786 Approved
0.7614 Intermediate Similarity NPD8035 Phase 2
0.7614 Intermediate Similarity NPD6079 Approved
0.7614 Intermediate Similarity NPD8034 Phase 2
0.7595 Intermediate Similarity NPD3702 Approved
0.7532 Intermediate Similarity NPD4787 Phase 1
0.75 Intermediate Similarity NPD4788 Approved
0.7442 Intermediate Similarity NPD3618 Phase 1
0.7381 Intermediate Similarity NPD3667 Approved
0.7222 Intermediate Similarity NPD7515 Phase 2
0.7143 Intermediate Similarity NPD4202 Approved
0.7097 Intermediate Similarity NPD5222 Approved
0.7097 Intermediate Similarity NPD5221 Approved
0.7097 Intermediate Similarity NPD4697 Phase 3
0.7097 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5173 Approved
0.7021 Intermediate Similarity NPD4755 Approved
0.7011 Intermediate Similarity NPD3133 Approved
0.7011 Intermediate Similarity NPD3666 Approved
0.7011 Intermediate Similarity NPD3665 Phase 1
0.6941 Remote Similarity NPD7525 Registered
0.6941 Remote Similarity NPD6928 Phase 2
0.6939 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7748 Approved
0.6875 Remote Similarity NPD5286 Approved
0.6875 Remote Similarity NPD8418 Phase 2
0.6875 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD4696 Approved
0.6875 Remote Similarity NPD4700 Approved
0.6804 Remote Similarity NPD5223 Approved
0.6774 Remote Similarity NPD6399 Phase 3
0.6735 Remote Similarity NPD5226 Approved
0.6735 Remote Similarity NPD5224 Approved
0.6735 Remote Similarity NPD5211 Phase 2
0.6735 Remote Similarity NPD5225 Approved
0.6735 Remote Similarity NPD4633 Approved
0.6706 Remote Similarity NPD3617 Approved
0.67 Remote Similarity NPD5739 Approved
0.67 Remote Similarity NPD6920 Discontinued
0.67 Remote Similarity NPD6402 Approved
0.67 Remote Similarity NPD7128 Approved
0.67 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD3198 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5174 Approved
0.663 Remote Similarity NPD4753 Phase 2
0.6629 Remote Similarity NPD3668 Phase 3
0.6628 Remote Similarity NPD7645 Phase 2
0.66 Remote Similarity NPD5141 Approved
0.6591 Remote Similarity NPD4221 Approved
0.6591 Remote Similarity NPD4223 Phase 3
0.6569 Remote Similarity NPD7320 Approved
0.6569 Remote Similarity NPD6881 Approved
0.6569 Remote Similarity NPD6415 Discontinued
0.6569 Remote Similarity NPD6899 Approved
0.6556 Remote Similarity NPD5329 Approved
0.6548 Remote Similarity NPD6942 Approved
0.6548 Remote Similarity NPD7339 Approved
0.6535 Remote Similarity NPD4768 Approved
0.6535 Remote Similarity NPD4767 Approved
0.6522 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6505 Remote Similarity NPD6372 Approved
0.6505 Remote Similarity NPD6373 Approved
0.6484 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6477 Remote Similarity NPD4139 Approved
0.6477 Remote Similarity NPD4692 Approved
0.6471 Remote Similarity NPD5697 Approved
0.6471 Remote Similarity NPD5701 Approved
0.6444 Remote Similarity NPD4197 Approved
0.6442 Remote Similarity NPD7290 Approved
0.6442 Remote Similarity NPD6883 Approved
0.6442 Remote Similarity NPD7102 Approved
0.6429 Remote Similarity NPD7638 Approved
0.642 Remote Similarity NPD6705 Phase 1
0.6408 Remote Similarity NPD4729 Approved
0.6408 Remote Similarity NPD6011 Approved
0.6408 Remote Similarity NPD5128 Approved
0.6408 Remote Similarity NPD5168 Approved
0.6408 Remote Similarity NPD4730 Approved
0.6381 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6869 Approved
0.6381 Remote Similarity NPD6650 Approved
0.6381 Remote Similarity NPD8130 Phase 1
0.6381 Remote Similarity NPD6649 Approved
0.6381 Remote Similarity NPD6847 Approved
0.6381 Remote Similarity NPD6617 Approved
0.6364 Remote Similarity NPD7639 Approved
0.6364 Remote Similarity NPD7640 Approved
0.6354 Remote Similarity NPD7900 Approved
0.6354 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6013 Approved
0.6346 Remote Similarity NPD6014 Approved
0.6346 Remote Similarity NPD6012 Approved
0.6327 Remote Similarity NPD6084 Phase 2
0.6327 Remote Similarity NPD6083 Phase 2
0.6321 Remote Similarity NPD8297 Approved
0.6321 Remote Similarity NPD6882 Approved
0.6304 Remote Similarity NPD4688 Approved
0.6304 Remote Similarity NPD4689 Approved
0.6304 Remote Similarity NPD4693 Phase 3
0.6304 Remote Similarity NPD6684 Approved
0.6304 Remote Similarity NPD4690 Approved
0.6304 Remote Similarity NPD7521 Approved
0.6304 Remote Similarity NPD4138 Approved
0.6304 Remote Similarity NPD7146 Approved
0.6304 Remote Similarity NPD5330 Approved
0.6304 Remote Similarity NPD7334 Approved
0.6304 Remote Similarity NPD5205 Approved
0.6304 Remote Similarity NPD6409 Approved
0.6289 Remote Similarity NPD5210 Approved
0.6289 Remote Similarity NPD4629 Approved
0.6286 Remote Similarity NPD5135 Approved
0.6286 Remote Similarity NPD5247 Approved
0.6286 Remote Similarity NPD5248 Approved
0.6286 Remote Similarity NPD5169 Approved
0.6286 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4634 Approved
0.6286 Remote Similarity NPD5251 Approved
0.6286 Remote Similarity NPD5250 Approved
0.6286 Remote Similarity NPD5249 Phase 3
0.6279 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6262 Remote Similarity NPD8298 Phase 2
0.6238 Remote Similarity NPD7632 Discontinued
0.6226 Remote Similarity NPD5215 Approved
0.6226 Remote Similarity NPD5217 Approved
0.6226 Remote Similarity NPD5216 Approved
0.6226 Remote Similarity NPD5127 Approved
0.6216 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6211 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6211 Remote Similarity NPD6700 Approved
0.618 Remote Similarity NPD4748 Discontinued
0.617 Remote Similarity NPD6903 Approved
0.617 Remote Similarity NPD6672 Approved
0.617 Remote Similarity NPD5737 Approved
0.6147 Remote Similarity NPD6868 Approved
0.6146 Remote Similarity NPD6703 Approved
0.6146 Remote Similarity NPD6702 Approved
0.6143 Remote Similarity NPD384 Approved
0.6143 Remote Similarity NPD385 Approved
0.6129 Remote Similarity NPD4694 Approved
0.6129 Remote Similarity NPD5690 Phase 2
0.6129 Remote Similarity NPD5280 Approved
0.6111 Remote Similarity NPD4632 Approved
0.6091 Remote Similarity NPD7115 Discovery
0.6082 Remote Similarity NPD8171 Discontinued
0.6055 Remote Similarity NPD5167 Approved
0.6047 Remote Similarity NPD6926 Approved
0.6047 Remote Similarity NPD6924 Approved
0.6036 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD6274 Approved
0.6 Remote Similarity NPD6940 Discontinued
0.6 Remote Similarity NPD615 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7100 Approved
0.5982 Remote Similarity NPD7101 Approved
0.5963 Remote Similarity NPD8133 Approved
0.596 Remote Similarity NPD6356 Clinical (unspecified phase)
0.596 Remote Similarity NPD5695 Phase 3
0.5957 Remote Similarity NPD6098 Approved
0.5955 Remote Similarity NPD4776 Phase 2
0.5955 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5955 Remote Similarity NPD4777 Suspended
0.5946 Remote Similarity NPD6009 Approved
0.5946 Remote Similarity NPD6317 Approved
0.5943 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5941 Remote Similarity NPD5696 Approved
0.5938 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6054 Approved
0.5929 Remote Similarity NPD6059 Approved

Structure

External Identifiers

PubChem CID   76317491
ChEMBL   CHEMBL3109395
ZINC  

Physicochemical Properties

Molecular Weight:  444.36
ALogP:  0.6224
MLogP:  4.32
XLogP:  7.84
# Rotatable Bonds:  10
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  32

Download Data

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