Natural Product: NPC474996

Natural Product ID:  NPC474996
Common Name:   Monocarpinine
IUPAC Name:  
Synonyms:   Monocarpinine
Molecular Formula:   C31H48O3
Standard InCHIKey:  LEZYGKKZDLFXBV-IWMNKMOUSA-N
Standard InCHI:  InChI=1S/C31H48O3/c1-26(2)23-7-8-24-29(6)10-9-21(18-13-19-15-20(14-18)34-27(19,3)4)28(29,5)11-12-30(24)17-31(23,30)16-22(32)25(26)33/h18-21,23-25,33H,7-17H2,1-6H3/t18-,19-,20-,21+,23-,24-,25-,28+,29-,30-,31+/m0/s1
Canonical SMILES:  O=C1C[C@@]23C[C@@]43CC[C@]3([C@@]([C@@H]4CC[C@H]2C([C@H]1O)(C)C)(C)CC[C@@H]3[C@@H]1C[C@H]2C[C@H](C1)C(O2)(C)C)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
NPO18362 Monocarpia marginalis Species Annonaceae Eukaryota PMID[18462006]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 > 5 ug/ml 19928902

  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 NPC474996 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
0.8861 High Similarity NPC475031
0.8861 High Similarity NPC23884
0.8846 High Similarity NPC195155
0.8846 High Similarity NPC273366
0.8846 High Similarity NPC174964
0.8846 High Similarity NPC97534
0.8734 High Similarity NPC5767
0.8734 High Similarity NPC475742
0.8718 High Similarity NPC254340
0.8659 High Similarity NPC58631
0.8625 High Similarity NPC221420
0.859 High Similarity NPC232112
0.8571 High Similarity NPC105895
0.8554 High Similarity NPC289486
0.8554 High Similarity NPC61107
0.8462 Intermediate Similarity NPC156277
0.8462 Intermediate Similarity NPC320549
0.8462 Intermediate Similarity NPC58057
0.8462 Intermediate Similarity NPC151018
0.8434 Intermediate Similarity NPC50658
0.8395 Intermediate Similarity NPC143133
0.8395 Intermediate Similarity NPC298168
0.8375 Intermediate Similarity NPC267753
0.8372 Intermediate Similarity NPC80700
0.8313 Intermediate Similarity NPC261616
0.8295 Intermediate Similarity NPC122116
0.8272 Intermediate Similarity NPC472486
0.8272 Intermediate Similarity NPC472487
0.825 Intermediate Similarity NPC130011
0.8235 Intermediate Similarity NPC472744
0.8235 Intermediate Similarity NPC327451
0.8228 Intermediate Similarity NPC473279
0.8228 Intermediate Similarity NPC89310
0.8214 Intermediate Similarity NPC48756
0.8214 Intermediate Similarity NPC280781
0.8214 Intermediate Similarity NPC469745
0.8214 Intermediate Similarity NPC12933
0.8205 Intermediate Similarity NPC6120
0.8205 Intermediate Similarity NPC213178
0.8205 Intermediate Similarity NPC131892
0.8205 Intermediate Similarity NPC327728
0.8193 Intermediate Similarity NPC31302
0.8193 Intermediate Similarity NPC245029
0.8171 Intermediate Similarity NPC264602
0.8161 Intermediate Similarity NPC92139
0.8161 Intermediate Similarity NPC474448
0.8148 Intermediate Similarity NPC72444
0.8148 Intermediate Similarity NPC212733
0.8148 Intermediate Similarity NPC125767
0.8148 Intermediate Similarity NPC21220
0.814 Intermediate Similarity NPC319909
0.814 Intermediate Similarity NPC25037
0.814 Intermediate Similarity NPC474233
0.814 Intermediate Similarity NPC34984
0.8125 Intermediate Similarity NPC282905
0.8125 Intermediate Similarity NPC477229
0.8125 Intermediate Similarity NPC474123
0.8125 Intermediate Similarity NPC81759
0.8125 Intermediate Similarity NPC68426
0.8118 Intermediate Similarity NPC268040
0.8118 Intermediate Similarity NPC328007
0.8118 Intermediate Similarity NPC30583
0.809 Intermediate Similarity NPC61688
0.8077 Intermediate Similarity NPC473225
0.8068 Intermediate Similarity NPC202937
0.8049 Intermediate Similarity NPC4209
0.8043 Intermediate Similarity NPC470031
0.8043 Intermediate Similarity NPC305808
0.8025 Intermediate Similarity NPC168511
0.8025 Intermediate Similarity NPC167702
0.8025 Intermediate Similarity NPC159325
0.8025 Intermediate Similarity NPC280026
0.8023 Intermediate Similarity NPC472743
0.8023 Intermediate Similarity NPC217559
0.8023 Intermediate Similarity NPC292458
0.8023 Intermediate Similarity NPC475726
0.8023 Intermediate Similarity NPC268578
0.8022 Intermediate Similarity NPC472232
0.8022 Intermediate Similarity NPC472231
0.8 Intermediate Similarity NPC195530
0.8 Intermediate Similarity NPC473267
0.8 Intermediate Similarity NPC77311
0.7976 Intermediate Similarity NPC320144
0.7976 Intermediate Similarity NPC80891
0.7976 Intermediate Similarity NPC201276
0.7957 Intermediate Similarity NPC476728
0.7955 Intermediate Similarity NPC476727
0.7955 Intermediate Similarity NPC476726
0.7952 Intermediate Similarity NPC317913
0.7952 Intermediate Similarity NPC207010
0.7949 Intermediate Similarity NPC48079
0.7935 Intermediate Similarity NPC206878
0.7931 Intermediate Similarity NPC473336
0.7931 Intermediate Similarity NPC474482
0.7931 Intermediate Similarity NPC471044
0.7931 Intermediate Similarity NPC475745
0.7927 Intermediate Similarity NPC159789
0.7901 Intermediate Similarity NPC310766
0.7882 Intermediate Similarity NPC477851
0.7875 Intermediate Similarity NPC282454
0.7857 Intermediate Similarity NPC185465
0.7857 Intermediate Similarity NPC80089
0.7857 Intermediate Similarity NPC324700
0.7857 Intermediate Similarity NPC26029
0.7857 Intermediate Similarity NPC224802
0.7857 Intermediate Similarity NPC34046
0.7857 Intermediate Similarity NPC171426
0.7848 Intermediate Similarity NPC472741
0.7841 Intermediate Similarity NPC76518
0.7841 Intermediate Similarity NPC62572
0.7841 Intermediate Similarity NPC292553
0.7831 Intermediate Similarity NPC108840
0.7826 Intermediate Similarity NPC472148
0.7826 Intermediate Similarity NPC472147
0.7821 Intermediate Similarity NPC142712
0.7805 Intermediate Similarity NPC472854
0.7805 Intermediate Similarity NPC477508
0.7805 Intermediate Similarity NPC133922
0.7802 Intermediate Similarity NPC77756
0.7778 Intermediate Similarity NPC157422
0.7778 Intermediate Similarity NPC90676
0.7778 Intermediate Similarity NPC100586
0.7778 Intermediate Similarity NPC109457
0.7765 Intermediate Similarity NPC220379
0.7753 Intermediate Similarity NPC472738
0.7753 Intermediate Similarity NPC12774
0.7753 Intermediate Similarity NPC472745
0.775 Intermediate Similarity NPC324607
0.775 Intermediate Similarity NPC321732
0.775 Intermediate Similarity NPC129829
0.775 Intermediate Similarity NPC254037
0.775 Intermediate Similarity NPC299948
0.775 Intermediate Similarity NPC241085
0.775 Intermediate Similarity NPC470830
0.7738 Intermediate Similarity NPC474404
0.7727 Intermediate Similarity NPC264665
0.7727 Intermediate Similarity NPC74595
0.7727 Intermediate Similarity NPC50438
0.7727 Intermediate Similarity NPC473299
0.7722 Intermediate Similarity NPC475884
0.7722 Intermediate Similarity NPC473230
0.7717 Intermediate Similarity NPC52756
0.7711 Intermediate Similarity NPC270306
0.7711 Intermediate Similarity NPC91387
0.7711 Intermediate Similarity NPC231680
0.7701 Intermediate Similarity NPC13494
0.7701 Intermediate Similarity NPC317066
0.7692 Intermediate Similarity NPC474380
0.7692 Intermediate Similarity NPC41577
0.7692 Intermediate Similarity NPC473276
0.7683 Intermediate Similarity NPC472341
0.7683 Intermediate Similarity NPC473238
0.7674 Intermediate Similarity NPC470609
0.7667 Intermediate Similarity NPC252714
0.7667 Intermediate Similarity NPC33768
0.7667 Intermediate Similarity NPC57469
0.7667 Intermediate Similarity NPC4643
0.7654 Intermediate Similarity NPC477850
0.7654 Intermediate Similarity NPC192192
0.7654 Intermediate Similarity NPC477929
0.7654 Intermediate Similarity NPC108131
0.7654 Intermediate Similarity NPC231945
0.7647 Intermediate Similarity NPC243594
0.7647 Intermediate Similarity NPC31031
0.7647 Intermediate Similarity NPC478128
0.764 Intermediate Similarity NPC294438
0.764 Intermediate Similarity NPC477445
0.764 Intermediate Similarity NPC264317
0.7634 Intermediate Similarity NPC161035
0.7634 Intermediate Similarity NPC12722
0.7625 Intermediate Similarity NPC2568
0.7625 Intermediate Similarity NPC103647
0.7625 Intermediate Similarity NPC180777
0.7625 Intermediate Similarity NPC260319
0.7625 Intermediate Similarity NPC474954
0.7614 Intermediate Similarity NPC269684
0.7609 Intermediate Similarity NPC475056
0.7609 Intermediate Similarity NPC46758
0.7586 Intermediate Similarity NPC271572
0.7586 Intermediate Similarity NPC73515
0.7586 Intermediate Similarity NPC474870
0.7586 Intermediate Similarity NPC328264
0.7582 Intermediate Similarity NPC474719
0.7582 Intermediate Similarity NPC4309
0.7582 Intermediate Similarity NPC477614
0.7582 Intermediate Similarity NPC226491
0.7582 Intermediate Similarity NPC472739
0.7576 Intermediate Similarity NPC327093
0.7564 Intermediate Similarity NPC69149
0.7561 Intermediate Similarity NPC247195
0.7561 Intermediate Similarity NPC469940
0.7561 Intermediate Similarity NPC197701
0.7561 Intermediate Similarity NPC127094
0.7558 Intermediate Similarity NPC73013
0.7558 Intermediate Similarity NPC275243
0.7558 Intermediate Similarity NPC201459
0.7558 Intermediate Similarity NPC52951
0.7556 Intermediate Similarity NPC269396
0.7556 Intermediate Similarity NPC302111
0.7556 Intermediate Similarity NPC98236

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474996 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
0.8462 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD4789 Approved
0.8205 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD5360 Phase 3
0.8077 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD6117 Approved
0.8025 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD6116 Phase 1
0.7927 Intermediate Similarity NPD3703 Phase 2
0.7875 Intermediate Similarity NPD4244 Approved
0.7875 Intermediate Similarity NPD4245 Approved
0.7857 Intermediate Similarity NPD6114 Approved
0.7857 Intermediate Similarity NPD6697 Approved
0.7857 Intermediate Similarity NPD6118 Approved
0.7857 Intermediate Similarity NPD6115 Approved
0.775 Intermediate Similarity NPD3698 Phase 2
0.7692 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD4758 Discontinued
0.7442 Intermediate Similarity NPD3671 Phase 1
0.7349 Intermediate Similarity NPD5777 Approved
0.734 Intermediate Similarity NPD8035 Phase 2
0.734 Intermediate Similarity NPD8034 Phase 2
0.7317 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD3702 Approved
0.7241 Intermediate Similarity NPD5364 Discontinued
0.716 Intermediate Similarity NPD4224 Phase 2
0.7143 Intermediate Similarity NPD6081 Approved
0.7079 Intermediate Similarity NPD6928 Phase 2
0.7033 Intermediate Similarity NPD4788 Approved
0.7024 Intermediate Similarity NPD4787 Phase 1
0.6957 Remote Similarity NPD4786 Approved
0.6947 Remote Similarity NPD5328 Approved
0.6893 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7320 Approved
0.6827 Remote Similarity NPD7128 Approved
0.6827 Remote Similarity NPD6675 Approved
0.6827 Remote Similarity NPD5739 Approved
0.6827 Remote Similarity NPD6402 Approved
0.6809 Remote Similarity NPD3618 Phase 1
0.6804 Remote Similarity NPD6079 Approved
0.68 Remote Similarity NPD4755 Approved
0.6739 Remote Similarity NPD3667 Approved
0.6735 Remote Similarity NPD4202 Approved
0.67 Remote Similarity NPD5220 Clinical (unspecified phase)
0.67 Remote Similarity NPD5222 Approved
0.67 Remote Similarity NPD5221 Approved
0.67 Remote Similarity NPD4697 Phase 3
0.6698 Remote Similarity NPD6899 Approved
0.6698 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD6920 Discontinued
0.6636 Remote Similarity NPD6372 Approved
0.6636 Remote Similarity NPD6373 Approved
0.6634 Remote Similarity NPD6084 Phase 2
0.6634 Remote Similarity NPD5173 Approved
0.6634 Remote Similarity NPD6083 Phase 2
0.6633 Remote Similarity NPD7515 Phase 2
0.6604 Remote Similarity NPD5701 Approved
0.6604 Remote Similarity NPD5697 Approved
0.6602 Remote Similarity NPD5223 Approved
0.66 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4753 Phase 2
0.6574 Remote Similarity NPD7102 Approved
0.6574 Remote Similarity NPD7290 Approved
0.6574 Remote Similarity NPD6883 Approved
0.6566 Remote Similarity NPD6399 Phase 3
0.6542 Remote Similarity NPD6011 Approved
0.6538 Remote Similarity NPD5226 Approved
0.6538 Remote Similarity NPD5225 Approved
0.6538 Remote Similarity NPD4633 Approved
0.6538 Remote Similarity NPD5211 Phase 2
0.6538 Remote Similarity NPD5224 Approved
0.6526 Remote Similarity NPD5329 Approved
0.6522 Remote Similarity NPD7525 Registered
0.6514 Remote Similarity NPD6649 Approved
0.6514 Remote Similarity NPD6869 Approved
0.6514 Remote Similarity NPD6617 Approved
0.6514 Remote Similarity NPD6847 Approved
0.6514 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6650 Approved
0.6514 Remote Similarity NPD8130 Phase 1
0.6484 Remote Similarity NPD3617 Approved
0.6481 Remote Similarity NPD6012 Approved
0.6481 Remote Similarity NPD6014 Approved
0.6481 Remote Similarity NPD6013 Approved
0.6476 Remote Similarity NPD4754 Approved
0.6476 Remote Similarity NPD5175 Approved
0.6476 Remote Similarity NPD5174 Approved
0.6471 Remote Similarity NPD7902 Approved
0.6458 Remote Similarity NPD5279 Phase 3
0.6455 Remote Similarity NPD6882 Approved
0.6455 Remote Similarity NPD8297 Approved
0.6442 Remote Similarity NPD1700 Approved
0.6421 Remote Similarity NPD4197 Approved
0.6421 Remote Similarity NPD3666 Approved
0.6421 Remote Similarity NPD3133 Approved
0.6421 Remote Similarity NPD3665 Phase 1
0.6415 Remote Similarity NPD5141 Approved
0.6389 Remote Similarity NPD6415 Discontinued
0.6355 Remote Similarity NPD4768 Approved
0.6355 Remote Similarity NPD4767 Approved
0.6348 Remote Similarity NPD6059 Approved
0.6348 Remote Similarity NPD6054 Approved
0.6346 Remote Similarity NPD8418 Phase 2
0.6337 Remote Similarity NPD6001 Approved
0.6327 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6672 Approved
0.6327 Remote Similarity NPD5737 Approved
0.6289 Remote Similarity NPD6098 Approved
0.6275 Remote Similarity NPD4629 Approved
0.6275 Remote Similarity NPD5695 Phase 3
0.6275 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD5696 Approved
0.625 Remote Similarity NPD7638 Approved
0.625 Remote Similarity NPD7736 Approved
0.6239 Remote Similarity NPD6370 Approved
0.6239 Remote Similarity NPD4729 Approved
0.6239 Remote Similarity NPD5128 Approved
0.6239 Remote Similarity NPD4730 Approved
0.6238 Remote Similarity NPD8171 Discontinued
0.6237 Remote Similarity NPD7645 Phase 2
0.6228 Remote Similarity NPD7115 Discovery
0.6211 Remote Similarity NPD4221 Approved
0.6211 Remote Similarity NPD4223 Phase 3
0.6204 Remote Similarity NPD6008 Approved
0.619 Remote Similarity NPD7640 Approved
0.619 Remote Similarity NPD7639 Approved
0.6186 Remote Similarity NPD7604 Phase 2
0.6176 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6176 Remote Similarity NPD7900 Approved
0.6174 Remote Similarity NPD6335 Approved
0.6162 Remote Similarity NPD6903 Approved
0.6154 Remote Similarity NPD6016 Approved
0.6154 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6015 Approved
0.614 Remote Similarity NPD6274 Approved
0.614 Remote Similarity NPD6868 Approved
0.6134 Remote Similarity NPD7492 Approved
0.6126 Remote Similarity NPD5135 Approved
0.6126 Remote Similarity NPD5169 Approved
0.6126 Remote Similarity NPD5251 Approved
0.6126 Remote Similarity NPD5250 Approved
0.6126 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6126 Remote Similarity NPD4634 Approved
0.6126 Remote Similarity NPD5249 Phase 3
0.6126 Remote Similarity NPD5248 Approved
0.6126 Remote Similarity NPD5247 Approved
0.6122 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5690 Phase 2
0.6122 Remote Similarity NPD7521 Approved
0.6122 Remote Similarity NPD4694 Approved
0.6122 Remote Similarity NPD5330 Approved
0.6122 Remote Similarity NPD5280 Approved
0.6122 Remote Similarity NPD7334 Approved
0.6122 Remote Similarity NPD6409 Approved
0.6122 Remote Similarity NPD6684 Approved
0.6122 Remote Similarity NPD7146 Approved
0.6121 Remote Similarity NPD7101 Approved
0.6121 Remote Similarity NPD7100 Approved
0.6106 Remote Similarity NPD4632 Approved
0.6105 Remote Similarity NPD4139 Approved
0.6105 Remote Similarity NPD4692 Approved
0.6102 Remote Similarity NPD5988 Approved
0.61 Remote Similarity NPD6080 Approved
0.61 Remote Similarity NPD6673 Approved
0.61 Remote Similarity NPD6904 Approved
0.6091 Remote Similarity NPD5168 Approved
0.6091 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6317 Approved
0.6083 Remote Similarity NPD6616 Approved
0.6082 Remote Similarity NPD3668 Phase 3
0.6078 Remote Similarity NPD5133 Approved
0.6075 Remote Similarity NPD7632 Discontinued
0.6071 Remote Similarity NPD5215 Approved
0.6071 Remote Similarity NPD5217 Approved
0.6071 Remote Similarity NPD5127 Approved
0.6071 Remote Similarity NPD5216 Approved
0.6034 Remote Similarity NPD6313 Approved
0.6034 Remote Similarity NPD6314 Approved
0.6033 Remote Similarity NPD8293 Discontinued
0.6033 Remote Similarity NPD7078 Approved
0.6024 Remote Similarity NPD3198 Approved
0.6017 Remote Similarity NPD6909 Approved
0.6017 Remote Similarity NPD6908 Approved
0.5984 Remote Similarity NPD6033 Approved
0.5978 Remote Similarity NPD6942 Approved
0.5978 Remote Similarity NPD7339 Approved
0.5965 Remote Similarity NPD8133 Approved
0.5962 Remote Similarity NPD7991 Discontinued
0.596 Remote Similarity NPD4690 Approved
0.596 Remote Similarity NPD4688 Approved
0.596 Remote Similarity NPD4689 Approved
0.596 Remote Similarity NPD4693 Phase 3

Structure

External Identifiers

PubChem CID   44585959
ChEMBL   CHEMBL491459
ZINC  

Physicochemical Properties

Molecular Weight:  468.36
ALogP:  1.3377
MLogP:  4.54
XLogP:  9.17
# Rotatable Bonds:  8
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  7
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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