Natural Product: NPC283130

Natural Product ID:  NPC283130
Common Name:   Vasicine
IUPAC Name:   (3S)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Synonyms:   Vasicine
Molecular Formula:   C11H12N2O
Standard InCHIKey:  YIICVSCAKJMMDJ-JTQLQIEISA-N
Standard InCHI:  InChI=1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2/t10-/m0/s1
Canonical SMILES:  O[C@H]1CCN2C1=Nc1ccccc1C2
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
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota TCMID*
NPO2611 Dalbergia variabilis Species Fabaceae Eukaryota TCMID*
NPO14686 Justicia adhatoda Species Acanthaceae Eukaryota TCMID*
NPO15961 Sida cordifolia Species Malvaceae Eukaryota TCMID*
NPO19021 Linaria vulgaris Species Plantaginaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 30.11 % 23062825
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 85.7 % 23062825
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 3130 nM 23062825
NPT67 Individual Protein Cholinesterase Equus caballus IC50 = 2530 nM 23062825

  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 NPC283130 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 NPC328683
0.873 High Similarity NPC226662
0.8696 High Similarity NPC164802
0.8456 Intermediate Similarity NPC324445
0.763 Intermediate Similarity NPC207428
0.748 Intermediate Similarity NPC288232
0.7206 Intermediate Similarity NPC476950
0.7155 Intermediate Similarity NPC78154
0.7039 Intermediate Similarity NPC94167
0.7039 Intermediate Similarity NPC172937
0.6972 Remote Similarity NPC300299
0.6948 Remote Similarity NPC154478
0.6923 Remote Similarity NPC296163
0.6901 Remote Similarity NPC184437
0.6897 Remote Similarity NPC207554
0.6875 Remote Similarity NPC122553
0.6818 Remote Similarity NPC84317
0.68 Remote Similarity NPC178681
0.6797 Remote Similarity NPC471132
0.6794 Remote Similarity NPC314141
0.6794 Remote Similarity NPC187036
0.6786 Remote Similarity NPC197680
0.6786 Remote Similarity NPC259098
0.6781 Remote Similarity NPC243162
0.6761 Remote Similarity NPC476685
0.6761 Remote Similarity NPC476687
0.6761 Remote Similarity NPC476689
0.6742 Remote Similarity NPC205652
0.6733 Remote Similarity NPC472100
0.673 Remote Similarity NPC300631
0.6716 Remote Similarity NPC192209
0.6714 Remote Similarity NPC478079
0.6711 Remote Similarity NPC472103
0.6709 Remote Similarity NPC138293
0.6709 Remote Similarity NPC113056
0.6667 Remote Similarity NPC474082
0.6667 Remote Similarity NPC175726
0.6645 Remote Similarity NPC321617
0.6593 Remote Similarity NPC313449
0.6571 Remote Similarity NPC325013
0.6556 Remote Similarity NPC470824
0.6552 Remote Similarity NPC15839
0.6544 Remote Similarity NPC264580
0.6524 Remote Similarity NPC475594
0.651 Remote Similarity NPC186284
0.651 Remote Similarity NPC470301
0.651 Remote Similarity NPC2823
0.651 Remote Similarity NPC471574
0.651 Remote Similarity NPC22082
0.6504 Remote Similarity NPC108339
0.6493 Remote Similarity NPC470550
0.6486 Remote Similarity NPC83214
0.6485 Remote Similarity NPC475607
0.6457 Remote Similarity NPC291610
0.6456 Remote Similarity NPC104345
0.6449 Remote Similarity NPC317564
0.6449 Remote Similarity NPC326232
0.6446 Remote Similarity NPC474081
0.6444 Remote Similarity NPC101139
0.6438 Remote Similarity NPC476231
0.6438 Remote Similarity NPC88970
0.6433 Remote Similarity NPC470507
0.6414 Remote Similarity NPC325479
0.6407 Remote Similarity NPC474041
0.6407 Remote Similarity NPC475761
0.6406 Remote Similarity NPC474430
0.64 Remote Similarity NPC472258
0.6397 Remote Similarity NPC147957
0.6393 Remote Similarity NPC226438
0.6392 Remote Similarity NPC477157
0.6392 Remote Similarity NPC477156
0.6382 Remote Similarity NPC136002
0.6379 Remote Similarity NPC307456
0.6376 Remote Similarity NPC125746
0.6375 Remote Similarity NPC68650
0.6369 Remote Similarity NPC295021
0.6369 Remote Similarity NPC475685
0.6358 Remote Similarity NPC471130
0.634 Remote Similarity NPC116519
0.6336 Remote Similarity NPC37584
0.6327 Remote Similarity NPC313352
0.632 Remote Similarity NPC471320
0.632 Remote Similarity NPC471319
0.6306 Remote Similarity NPC469975
0.6303 Remote Similarity NPC470498
0.6299 Remote Similarity NPC264589
0.629 Remote Similarity NPC476483
0.6289 Remote Similarity NPC141353
0.6282 Remote Similarity NPC37548
0.6277 Remote Similarity NPC285926
0.6277 Remote Similarity NPC315276
0.6277 Remote Similarity NPC14672
0.6264 Remote Similarity NPC471196
0.6264 Remote Similarity NPC471195
0.6259 Remote Similarity NPC291962
0.6259 Remote Similarity NPC177684
0.625 Remote Similarity NPC477155
0.625 Remote Similarity NPC238499
0.625 Remote Similarity NPC326575
0.6243 Remote Similarity NPC473815
0.6241 Remote Similarity NPC252878
0.624 Remote Similarity NPC303045
0.624 Remote Similarity NPC161972
0.6235 Remote Similarity NPC472117
0.6231 Remote Similarity NPC113326
0.6231 Remote Similarity NPC88267
0.6231 Remote Similarity NPC224610
0.6231 Remote Similarity NPC194390
0.6228 Remote Similarity NPC329688
0.6228 Remote Similarity NPC189812
0.6226 Remote Similarity NPC471458
0.622 Remote Similarity NPC49217
0.622 Remote Similarity NPC54988
0.6214 Remote Similarity NPC258531
0.6214 Remote Similarity NPC161956
0.6214 Remote Similarity NPC112373
0.6213 Remote Similarity NPC133261
0.6205 Remote Similarity NPC158129
0.6197 Remote Similarity NPC46427
0.619 Remote Similarity NPC22079
0.6184 Remote Similarity NPC104483
0.6181 Remote Similarity NPC250476
0.6178 Remote Similarity NPC187951
0.6173 Remote Similarity NPC477158
0.617 Remote Similarity NPC257490
0.6169 Remote Similarity NPC311330
0.6168 Remote Similarity NPC34508
0.6165 Remote Similarity NPC302790
0.6164 Remote Similarity NPC9856
0.616 Remote Similarity NPC7067
0.616 Remote Similarity NPC469330
0.6154 Remote Similarity NPC68354
0.6154 Remote Similarity NPC254798
0.6154 Remote Similarity NPC212799
0.6149 Remote Similarity NPC256893
0.6142 Remote Similarity NPC311242
0.6131 Remote Similarity NPC275305
0.6131 Remote Similarity NPC37423
0.6129 Remote Similarity NPC242556
0.6125 Remote Similarity NPC38736
0.6119 Remote Similarity NPC470127
0.6107 Remote Similarity NPC469974
0.6104 Remote Similarity NPC277157
0.6099 Remote Similarity NPC316582
0.6099 Remote Similarity NPC476990
0.6098 Remote Similarity NPC470877
0.6095 Remote Similarity NPC472122
0.6095 Remote Similarity NPC24594
0.609 Remote Similarity NPC314372
0.6087 Remote Similarity NPC469785
0.6087 Remote Similarity NPC285469
0.6081 Remote Similarity NPC53044
0.6074 Remote Similarity NPC473320
0.6074 Remote Similarity NPC472102
0.6074 Remote Similarity NPC279918
0.6074 Remote Similarity NPC309531
0.6069 Remote Similarity NPC470003
0.6066 Remote Similarity NPC262295
0.6065 Remote Similarity NPC190296
0.6062 Remote Similarity NPC281094
0.6061 Remote Similarity NPC143516
0.6056 Remote Similarity NPC475915
0.6056 Remote Similarity NPC202521
0.6054 Remote Similarity NPC187231
0.6054 Remote Similarity NPC314431
0.6051 Remote Similarity NPC143872
0.6049 Remote Similarity NPC153694
0.6049 Remote Similarity NPC211525
0.6049 Remote Similarity NPC469762
0.6048 Remote Similarity NPC209764
0.6048 Remote Similarity NPC121872
0.6048 Remote Similarity NPC471307
0.6048 Remote Similarity NPC78041
0.6048 Remote Similarity NPC74936
0.6048 Remote Similarity NPC159178
0.6048 Remote Similarity NPC141139
0.6045 Remote Similarity NPC473676
0.6043 Remote Similarity NPC313673
0.6038 Remote Similarity NPC154602
0.6038 Remote Similarity NPC475763
0.6037 Remote Similarity NPC472120
0.6037 Remote Similarity NPC472121
0.6037 Remote Similarity NPC472101
0.6037 Remote Similarity NPC282231
0.6032 Remote Similarity NPC322040
0.6026 Remote Similarity NPC198988
0.6026 Remote Similarity NPC159589
0.6023 Remote Similarity NPC270009
0.6023 Remote Similarity NPC176199
0.6023 Remote Similarity NPC215795
0.6015 Remote Similarity NPC474804
0.6015 Remote Similarity NPC474973
0.6015 Remote Similarity NPC130898
0.6014 Remote Similarity NPC265605
0.6014 Remote Similarity NPC182570
0.6014 Remote Similarity NPC33742
0.6014 Remote Similarity NPC48564
0.6013 Remote Similarity NPC130251
0.6012 Remote Similarity NPC148468
0.6012 Remote Similarity NPC355

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC283130 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
1.0 High Similarity NPD478 Approved
0.8696 High Similarity NPD477 Phase 1
0.7561 Intermediate Similarity NPD1107 Approved
0.7561 Intermediate Similarity NPD1108 Approved
0.748 Intermediate Similarity NPD2679 Approved
0.748 Intermediate Similarity NPD2678 Approved
0.7426 Intermediate Similarity NPD1001 Discontinued
0.7424 Intermediate Similarity NPD3622 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD3623 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD1419 Approved
0.7417 Intermediate Similarity NPD1417 Approved
0.7381 Intermediate Similarity NPD1762 Approved
0.7381 Intermediate Similarity NPD1764 Approved
0.7355 Intermediate Similarity NPD2244 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD2622 Approved
0.7323 Intermediate Similarity NPD3148 Approved
0.7323 Intermediate Similarity NPD3150 Approved
0.7323 Intermediate Similarity NPD2659 Approved
0.7323 Intermediate Similarity NPD2658 Approved
0.7323 Intermediate Similarity NPD3149 Approved
0.7323 Intermediate Similarity NPD3147 Approved
0.7176 Intermediate Similarity NPD5657 Phase 3
0.7164 Intermediate Similarity NPD519 Approved
0.7163 Intermediate Similarity NPD406 Approved
0.7163 Intermediate Similarity NPD407 Approved
0.7154 Intermediate Similarity NPD1344 Phase 2
0.712 Intermediate Similarity NPD2243 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6575 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2093 Discontinued
0.7068 Intermediate Similarity NPD2340 Discontinued
0.7059 Intermediate Similarity NPD986 Discontinued
0.7039 Intermediate Similarity NPD6396 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD2527 Approved
0.7039 Intermediate Similarity NPD6395 Phase 2
0.7023 Intermediate Similarity NPD2464 Approved
0.7023 Intermediate Similarity NPD6660 Discontinued
0.7023 Intermediate Similarity NPD6069 Approved
0.7023 Intermediate Similarity NPD2467 Approved
0.7023 Intermediate Similarity NPD2463 Approved
0.7023 Intermediate Similarity NPD6070 Approved
0.7008 Intermediate Similarity NPD1539 Approved
0.7 Intermediate Similarity NPD5631 Phase 3
0.7 Intermediate Similarity NPD1813 Discontinued
0.6992 Remote Similarity NPD2210 Approved
0.6992 Remote Similarity NPD2212 Approved
0.6984 Remote Similarity NPD1111 Phase 3
0.6984 Remote Similarity NPD1112 Phase 3
0.696 Remote Similarity NPD563 Approved
0.696 Remote Similarity NPD564 Approved
0.6917 Remote Similarity NPD18 Approved
0.6917 Remote Similarity NPD1216 Clinical (unspecified phase)
0.6892 Remote Similarity NPD5595 Clinical (unspecified phase)
0.6892 Remote Similarity NPD4711 Clinical (unspecified phase)
0.688 Remote Similarity NPD1728 Clinical (unspecified phase)
0.6871 Remote Similarity NPD6301 Phase 2
0.6846 Remote Similarity NPD1524 Phase 1
0.6831 Remote Similarity NPD1594 Phase 3
0.6831 Remote Similarity NPD1595 Approved
0.6812 Remote Similarity NPD4985 Clinical (unspecified phase)
0.6809 Remote Similarity NPD4857 Phase 1
0.6794 Remote Similarity NPD23 Approved
0.6786 Remote Similarity NPD995 Clinical (unspecified phase)
0.6777 Remote Similarity NPD665 Phase 2
0.6763 Remote Similarity NPD6900 Discontinued
0.6761 Remote Similarity NPD1920 Approved
0.6761 Remote Similarity NPD1919 Approved
0.6759 Remote Similarity NPD3864 Clinical (unspecified phase)
0.6741 Remote Similarity NPD1479 Clinical (unspecified phase)
0.673 Remote Similarity NPD2546 Approved
0.673 Remote Similarity NPD2545 Approved
0.6716 Remote Similarity NPD2638 Clinical (unspecified phase)
0.6716 Remote Similarity NPD153 Clinical (unspecified phase)
0.6691 Remote Similarity NPD1324 Clinical (unspecified phase)
0.6691 Remote Similarity NPD7342 Discontinued
0.6691 Remote Similarity NPD2143 Discontinued
0.6667 Remote Similarity NPD5060 Phase 1
0.6667 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6017 Discontinued
0.6667 Remote Similarity NPD7200 Approved
0.6645 Remote Similarity NPD4939 Clinical (unspecified phase)
0.6645 Remote Similarity NPD4552 Approved
0.6645 Remote Similarity NPD4553 Approved
0.6643 Remote Similarity NPD2113 Approved
0.662 Remote Similarity NPD4019 Clinical (unspecified phase)
0.6603 Remote Similarity NPD1663 Discontinued
0.6601 Remote Similarity NPD5546 Clinical (unspecified phase)
0.66 Remote Similarity NPD4047 Discontinued
0.6597 Remote Similarity NPD1316 Discontinued
0.6597 Remote Similarity NPD3137 Clinical (unspecified phase)
0.6596 Remote Similarity NPD1516 Approved
0.6593 Remote Similarity NPD7481 Approved
0.6593 Remote Similarity NPD7480 Approved
0.6582 Remote Similarity NPD5989 Phase 1
0.6581 Remote Similarity NPD2603 Clinical (unspecified phase)
0.6564 Remote Similarity NPD7593 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4550 Clinical (unspecified phase)
0.6557 Remote Similarity NPD1080 Approved
0.6554 Remote Similarity NPD6606 Clinical (unspecified phase)
0.6549 Remote Similarity NPD7582 Discontinued
0.6547 Remote Similarity NPD7461 Approved
0.6541 Remote Similarity NPD1656 Phase 2
0.6541 Remote Similarity NPD452 Phase 1
0.6541 Remote Similarity NPD453 Phase 1
0.6536 Remote Similarity NPD5423 Phase 2
0.6536 Remote Similarity NPD979 Approved
0.6525 Remote Similarity NPD2840 Approved
0.6512 Remote Similarity NPD3545 Approved
0.6512 Remote Similarity NPD990 Approved
0.6512 Remote Similarity NPD993 Approved
0.6512 Remote Similarity NPD3546 Approved
0.6512 Remote Similarity NPD1065 Approved
0.6512 Remote Similarity NPD1064 Approved
0.651 Remote Similarity NPD3520 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6557 Phase 2
0.6497 Remote Similarity NPD2326 Approved
0.6496 Remote Similarity NPD764 Phase 3
0.6494 Remote Similarity NPD2356 Phase 1
0.6475 Remote Similarity NPD2131 Approved
0.6463 Remote Similarity NPD5078 Clinical (unspecified phase)
0.6462 Remote Similarity NPD4115 Approved
0.6462 Remote Similarity NPD4114 Approved
0.6458 Remote Similarity NPD1500 Approved
0.6449 Remote Similarity NPD1525 Approved
0.6449 Remote Similarity NPD6892 Discontinued
0.6446 Remote Similarity NPD5681 Clinical (unspecified phase)
0.6444 Remote Similarity NPD224 Phase 2
0.6438 Remote Similarity NPD3034 Discontinued
0.6438 Remote Similarity NPD5551 Clinical (unspecified phase)
0.6434 Remote Similarity NPD414 Discontinued
0.6429 Remote Similarity NPD5881 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4942 Approved
0.6424 Remote Similarity NPD2928 Phase 2
0.6423 Remote Similarity NPD1668 Clinical (unspecified phase)
0.6418 Remote Similarity NPD456 Approved
0.6412 Remote Similarity NPD1721 Clinical (unspecified phase)
0.6408 Remote Similarity NPD1949 Approved
0.6408 Remote Similarity NPD1950 Approved
0.6405 Remote Similarity NPD3629 Approved
0.6405 Remote Similarity NPD3630 Approved
0.6403 Remote Similarity NPD678 Discontinued
0.6402 Remote Similarity NPD3883 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3424 Clinical (unspecified phase)
0.638 Remote Similarity NPD4640 Approved
0.638 Remote Similarity NPD4639 Approved
0.638 Remote Similarity NPD4638 Approved
0.6377 Remote Similarity NPD1306 Clinical (unspecified phase)
0.6374 Remote Similarity NPD2591 Phase 2
0.637 Remote Similarity NPD2112 Phase 2
0.6364 Remote Similarity NPD4116 Approved
0.6364 Remote Similarity NPD3588 Discontinued
0.6364 Remote Similarity NPD5570 Discontinued
0.6364 Remote Similarity NPD7441 Clinical (unspecified phase)
0.6358 Remote Similarity NPD5269 Clinical (unspecified phase)
0.6351 Remote Similarity NPD6102 Clinical (unspecified phase)
0.635 Remote Similarity NPD457 Approved
0.6346 Remote Similarity NPD3329 Clinical (unspecified phase)
0.6345 Remote Similarity NPD3841 Phase 3
0.6345 Remote Similarity NPD4867 Approved
0.6345 Remote Similarity NPD4866 Approved
0.6338 Remote Similarity NPD3080 Clinical (unspecified phase)
0.6336 Remote Similarity NPD5253 Approved
0.6336 Remote Similarity NPD6300 Approved
0.6336 Remote Similarity NPD6299 Approved
0.6319 Remote Similarity NPD9701 Discontinued
0.6316 Remote Similarity NPD2129 Approved
0.6312 Remote Similarity NPD1498 Approved
0.6306 Remote Similarity NPD3612 Phase 2
0.6301 Remote Similarity NPD988 Discontinued
0.6301 Remote Similarity NPD1186 Clinical (unspecified phase)
0.6299 Remote Similarity NPD1690 Clinical (unspecified phase)
0.6299 Remote Similarity NPD5839 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5179 Approved
0.6296 Remote Similarity NPD5181 Approved
0.6296 Remote Similarity NPD5180 Approved
0.6294 Remote Similarity NPD3029 Clinical (unspecified phase)
0.6291 Remote Similarity NPD1953 Discontinued
0.629 Remote Similarity NPD1394 Approved
0.6289 Remote Similarity NPD2468 Approved
0.6289 Remote Similarity NPD2469 Approved
0.6289 Remote Similarity NPD951 Approved
0.6287 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2791 Discontinued
0.6279 Remote Similarity NPD1396 Approved
0.6275 Remote Similarity NPD1427 Clinical (unspecified phase)
0.6269 Remote Similarity NPD2038 Approved
0.6269 Remote Similarity NPD3001 Approved
0.6269 Remote Similarity NPD2039 Approved
0.6269 Remote Similarity NPD2999 Approved
0.6259 Remote Similarity NPD2817 Discontinued
0.6258 Remote Similarity NPD7591 Clinical (unspecified phase)
0.6258 Remote Similarity NPD6378 Approved
0.6258 Remote Similarity NPD1886 Approved
0.6241 Remote Similarity NPD7462 Clinical (unspecified phase)
0.6241 Remote Similarity NPD3548 Approved
0.6234 Remote Similarity NPD7785 Clinical (unspecified phase)
0.6233 Remote Similarity NPD1068 Approved
0.6233 Remote Similarity NPD3654 Approved
0.6226 Remote Similarity NPD7969 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6285 Phase 2

Structure

External Identifiers

PubChem CID   667496
ChEMBL   CHEMBL2163791
ZINC  

Physicochemical Properties

Molecular Weight:  188.09
ALogP:  -1.3588
MLogP:  2.34
XLogP:  2.268
# Rotatable Bonds:  1
Polar Surface Area:  35.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  14

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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