Natural Product: NPC249899

Natural Product ID:  NPC249899
Common Name:   Constrictosine
IUPAC Name:  
Synonyms:   Constrictosine
Molecular Formula:   C17H13NO3
Standard InCHIKey:  PHTNPJUNCWXYDO-JXRAZSBNSA-N
Standard InCHI:  InChI=1S/C17H13NO3/c19-14-2-1-11-9-17(21)16-4-3-15(20)7-12(16)5-6-18-10-13(11)8-14/h1-8,10,19-20H,9H2/b6-5-,18-10+
Canonical SMILES:  Oc1ccc2c(c1)/C=N/C=Cc1c(C(=O)C2)ccc(c1)O
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
NPO33321 aristolochia constricta Species Aristolochiaceae Eukaryota PMID[9392875]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT548 Tissue Ileum Cavia porcellus IC50 = 75000 nM 20855208
NPT548 Tissue Ileum Cavia porcellus IC50 = 51000 nM 25798528
NPT548 Tissue Ileum Cavia porcellus IC50 = 66000 nM PubChem BioAssay data set

  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 NPC249899 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
0.9403 High Similarity NPC33011
0.9281 High Similarity NPC161544
0.8857 High Similarity NPC80928
0.8345 Intermediate Similarity NPC290404
0.8015 Intermediate Similarity NPC322197
0.8 Intermediate Similarity NPC120545
0.7941 Intermediate Similarity NPC91478
0.7923 Intermediate Similarity NPC231717
0.7769 Intermediate Similarity NPC116842
0.7752 Intermediate Similarity NPC17525
0.773 Intermediate Similarity NPC96024
0.7664 Intermediate Similarity NPC248363
0.7606 Intermediate Similarity NPC234175
0.7606 Intermediate Similarity NPC95537
0.7589 Intermediate Similarity NPC254492
0.7576 Intermediate Similarity NPC268388
0.7574 Intermediate Similarity NPC249435
0.7571 Intermediate Similarity NPC199273
0.7557 Intermediate Similarity NPC95172
0.7554 Intermediate Similarity NPC282577
0.7552 Intermediate Similarity NPC276238
0.7552 Intermediate Similarity NPC92624
0.7538 Intermediate Similarity NPC226699
0.7536 Intermediate Similarity NPC190971
0.7536 Intermediate Similarity NPC216216
0.7535 Intermediate Similarity NPC176130
0.7535 Intermediate Similarity NPC72667
0.7535 Intermediate Similarity NPC78364
0.7535 Intermediate Similarity NPC69424
0.7535 Intermediate Similarity NPC84672
0.75 Intermediate Similarity NPC259942
0.7482 Intermediate Similarity NPC295034
0.7465 Intermediate Similarity NPC305717
0.7465 Intermediate Similarity NPC15837
0.7462 Intermediate Similarity NPC29989
0.7462 Intermediate Similarity NPC6984
0.7462 Intermediate Similarity NPC69332
0.7462 Intermediate Similarity NPC95178
0.7448 Intermediate Similarity NPC93015
0.7447 Intermediate Similarity NPC164014
0.7436 Intermediate Similarity NPC58661
0.7432 Intermediate Similarity NPC471316
0.7431 Intermediate Similarity NPC171460
0.7429 Intermediate Similarity NPC283514
0.7429 Intermediate Similarity NPC300274
0.7429 Intermediate Similarity NPC68167
0.7426 Intermediate Similarity NPC477453
0.7424 Intermediate Similarity NPC88141
0.7415 Intermediate Similarity NPC50924
0.7415 Intermediate Similarity NPC166480
0.7415 Intermediate Similarity NPC282780
0.7405 Intermediate Similarity NPC141523
0.7405 Intermediate Similarity NPC34715
0.7403 Intermediate Similarity NPC153644
0.7403 Intermediate Similarity NPC470019
0.7394 Intermediate Similarity NPC123506
0.7379 Intermediate Similarity NPC27659
0.7379 Intermediate Similarity NPC108129
0.7376 Intermediate Similarity NPC375356
0.7372 Intermediate Similarity NPC150919
0.7361 Intermediate Similarity NPC3009
0.7357 Intermediate Similarity NPC198336
0.7348 Intermediate Similarity NPC153690
0.7347 Intermediate Similarity NPC294226
0.7347 Intermediate Similarity NPC52407
0.7343 Intermediate Similarity NPC8745
0.7343 Intermediate Similarity NPC160499
0.7338 Intermediate Similarity NPC159525
0.7333 Intermediate Similarity NPC242136
0.7329 Intermediate Similarity NPC471851
0.7329 Intermediate Similarity NPC244699
0.7328 Intermediate Similarity NPC70843
0.7324 Intermediate Similarity NPC13238
0.7313 Intermediate Similarity NPC212718
0.7313 Intermediate Similarity NPC114682
0.731 Intermediate Similarity NPC303910
0.731 Intermediate Similarity NPC99731
0.7308 Intermediate Similarity NPC261573
0.7308 Intermediate Similarity NPC8931
0.7308 Intermediate Similarity NPC120693
0.7305 Intermediate Similarity NPC244351
0.7299 Intermediate Similarity NPC299252
0.7299 Intermediate Similarity NPC277394
0.7299 Intermediate Similarity NPC108288
0.7299 Intermediate Similarity NPC61062
0.7297 Intermediate Similarity NPC44437
0.7292 Intermediate Similarity NPC107672
0.7286 Intermediate Similarity NPC294361
0.7286 Intermediate Similarity NPC236520
0.7273 Intermediate Similarity NPC477454
0.7273 Intermediate Similarity NPC10926
0.7273 Intermediate Similarity NPC103540
0.7267 Intermediate Similarity NPC290030
0.7266 Intermediate Similarity NPC158222
0.7248 Intermediate Similarity NPC80035
0.7248 Intermediate Similarity NPC72918
0.7241 Intermediate Similarity NPC48248
0.7239 Intermediate Similarity NPC21162
0.7234 Intermediate Similarity NPC156139
0.723 Intermediate Similarity NPC53896
0.723 Intermediate Similarity NPC477139
0.723 Intermediate Similarity NPC225051
0.723 Intermediate Similarity NPC78307
0.7222 Intermediate Similarity NPC96915
0.7222 Intermediate Similarity NPC473691
0.7219 Intermediate Similarity NPC4214
0.7219 Intermediate Similarity NPC20210
0.7219 Intermediate Similarity NPC13715
0.7214 Intermediate Similarity NPC7151
0.7214 Intermediate Similarity NPC206778
0.7214 Intermediate Similarity NPC285829
0.7214 Intermediate Similarity NPC216297
0.7214 Intermediate Similarity NPC473662
0.7211 Intermediate Similarity NPC474517
0.7211 Intermediate Similarity NPC72669
0.7206 Intermediate Similarity NPC11824
0.7203 Intermediate Similarity NPC173978
0.7203 Intermediate Similarity NPC142956
0.7197 Intermediate Similarity NPC478189
0.7197 Intermediate Similarity NPC188677
0.7194 Intermediate Similarity NPC328694
0.7192 Intermediate Similarity NPC34414
0.7192 Intermediate Similarity NPC146647
0.7183 Intermediate Similarity NPC217756
0.7183 Intermediate Similarity NPC133909
0.7183 Intermediate Similarity NPC32032
0.7183 Intermediate Similarity NPC176208
0.7183 Intermediate Similarity NPC139171
0.7183 Intermediate Similarity NPC164947
0.7183 Intermediate Similarity NPC307174
0.7181 Intermediate Similarity NPC202225
0.7171 Intermediate Similarity NPC472903
0.7171 Intermediate Similarity NPC242994
0.7171 Intermediate Similarity NPC138099
0.7163 Intermediate Similarity NPC297186
0.7162 Intermediate Similarity NPC477407
0.7161 Intermediate Similarity NPC476444
0.7153 Intermediate Similarity NPC285350
0.7152 Intermediate Similarity NPC264022
0.7152 Intermediate Similarity NPC471905
0.7152 Intermediate Similarity NPC53206
0.7152 Intermediate Similarity NPC53414
0.7152 Intermediate Similarity NPC36868
0.7143 Intermediate Similarity NPC473767
0.7143 Intermediate Similarity NPC233165
0.7143 Intermediate Similarity NPC31296
0.7143 Intermediate Similarity NPC258366
0.7143 Intermediate Similarity NPC473974
0.7143 Intermediate Similarity NPC184579
0.7143 Intermediate Similarity NPC199253
0.7143 Intermediate Similarity NPC79933
0.7143 Intermediate Similarity NPC117609
0.7143 Intermediate Similarity NPC136588
0.7133 Intermediate Similarity NPC283088
0.7133 Intermediate Similarity NPC273683
0.7133 Intermediate Similarity NPC258502
0.7133 Intermediate Similarity NPC153088
0.7133 Intermediate Similarity NPC275145
0.7132 Intermediate Similarity NPC286222
0.7124 Intermediate Similarity NPC181560
0.7124 Intermediate Similarity NPC169452
0.7123 Intermediate Similarity NPC247250
0.7123 Intermediate Similarity NPC767
0.7123 Intermediate Similarity NPC282923
0.7123 Intermediate Similarity NPC229894
0.7114 Intermediate Similarity NPC267205
0.7114 Intermediate Similarity NPC4170
0.7114 Intermediate Similarity NPC111845
0.7114 Intermediate Similarity NPC138472
0.7113 Intermediate Similarity NPC224273
0.7113 Intermediate Similarity NPC73532
0.7113 Intermediate Similarity NPC154696
0.7113 Intermediate Similarity NPC242895
0.7113 Intermediate Similarity NPC45438
0.7113 Intermediate Similarity NPC115159
0.7113 Intermediate Similarity NPC143427
0.7113 Intermediate Similarity NPC267552
0.7113 Intermediate Similarity NPC19174
0.7105 Intermediate Similarity NPC61398
0.7105 Intermediate Similarity NPC416
0.7103 Intermediate Similarity NPC62952
0.7103 Intermediate Similarity NPC177925
0.7103 Intermediate Similarity NPC231774
0.7103 Intermediate Similarity NPC306765
0.7103 Intermediate Similarity NPC3224
0.7101 Intermediate Similarity NPC161304
0.7101 Intermediate Similarity NPC23402
0.7099 Intermediate Similarity NPC135784
0.7095 Intermediate Similarity NPC41847
0.7095 Intermediate Similarity NPC328070
0.7095 Intermediate Similarity NPC85342
0.7092 Intermediate Similarity NPC190501
0.7092 Intermediate Similarity NPC318552
0.709 Intermediate Similarity NPC24101
0.709 Intermediate Similarity NPC96224
0.7086 Intermediate Similarity NPC7464
0.7086 Intermediate Similarity NPC191976
0.7086 Intermediate Similarity NPC155211
0.7086 Intermediate Similarity NPC254847
0.7086 Intermediate Similarity NPC118919

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC249899 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
0.7357 Intermediate Similarity NPD1201 Approved
0.7299 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1470 Approved
0.7254 Intermediate Similarity NPD1755 Approved
0.7208 Intermediate Similarity NPD3300 Phase 2
0.7092 Intermediate Similarity NPD2932 Approved
0.7092 Intermediate Similarity NPD3019 Approved
0.7086 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD1759 Phase 1
0.7047 Intermediate Similarity NPD943 Approved
0.7027 Intermediate Similarity NPD3764 Approved
0.7021 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1758 Phase 1
0.6918 Remote Similarity NPD1164 Approved
0.6901 Remote Similarity NPD4093 Discontinued
0.6863 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6849 Remote Similarity NPD1876 Approved
0.6828 Remote Similarity NPD3972 Approved
0.6818 Remote Similarity NPD5408 Approved
0.6818 Remote Similarity NPD5405 Approved
0.6818 Remote Similarity NPD5404 Approved
0.6818 Remote Similarity NPD5406 Approved
0.6788 Remote Similarity NPD1792 Phase 2
0.6774 Remote Similarity NPD2344 Approved
0.6772 Remote Similarity NPD6884 Clinical (unspecified phase)
0.6753 Remote Similarity NPD651 Clinical (unspecified phase)
0.6742 Remote Similarity NPD3020 Approved
0.6731 Remote Similarity NPD3655 Clinical (unspecified phase)
0.673 Remote Similarity NPD7390 Discontinued
0.6714 Remote Similarity NPD2234 Approved
0.6714 Remote Similarity NPD2228 Approved
0.6714 Remote Similarity NPD2229 Approved
0.6713 Remote Similarity NPD9545 Approved
0.6712 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6711 Remote Similarity NPD1240 Approved
0.6706 Remote Similarity NPD6894 Phase 1
0.6667 Remote Similarity NPD1237 Approved
0.6667 Remote Similarity NPD1669 Approved
0.6646 Remote Similarity NPD3750 Approved
0.6646 Remote Similarity NPD3400 Discontinued
0.6645 Remote Similarity NPD1510 Phase 2
0.6641 Remote Similarity NPD2860 Approved
0.6641 Remote Similarity NPD2859 Approved
0.6627 Remote Similarity NPD2379 Clinical (unspecified phase)
0.6627 Remote Similarity NPD5978 Approved
0.6627 Remote Similarity NPD5977 Approved
0.6623 Remote Similarity NPD1607 Approved
0.6622 Remote Similarity NPD1283 Approved
0.6621 Remote Similarity NPD1751 Approved
0.6621 Remote Similarity NPD1362 Clinical (unspecified phase)
0.6621 Remote Similarity NPD2286 Discontinued
0.6609 Remote Similarity NPD3823 Discontinued
0.6606 Remote Similarity NPD7577 Discontinued
0.6604 Remote Similarity NPD2309 Approved
0.6604 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6603 Remote Similarity NPD4477 Approved
0.6603 Remote Similarity NPD2935 Discontinued
0.6603 Remote Similarity NPD7450 Phase 2
0.6603 Remote Similarity NPD4476 Approved
0.6601 Remote Similarity NPD6346 Approved
0.6601 Remote Similarity NPD3142 Approved
0.6601 Remote Similarity NPD3140 Approved
0.6575 Remote Similarity NPD3023 Approved
0.6575 Remote Similarity NPD3026 Approved
0.6575 Remote Similarity NPD3421 Phase 3
0.6573 Remote Similarity NPD9568 Approved
0.6569 Remote Similarity NPD1445 Approved
0.6569 Remote Similarity NPD1444 Approved
0.6565 Remote Similarity NPD2933 Approved
0.6565 Remote Similarity NPD2934 Approved
0.6554 Remote Similarity NPD5159 Phase 2
0.6554 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6554 Remote Similarity NPD5157 Phase 1
0.6552 Remote Similarity NPD1651 Approved
0.6552 Remote Similarity NPD3025 Approved
0.6552 Remote Similarity NPD3024 Approved
0.6549 Remote Similarity NPD5951 Approved
0.6547 Remote Similarity NPD3022 Approved
0.6547 Remote Similarity NPD3021 Approved
0.6533 Remote Similarity NPD2798 Approved
0.6533 Remote Similarity NPD4980 Approved
0.6531 Remote Similarity NPD6287 Discontinued
0.6524 Remote Similarity NPD3455 Phase 2
0.6509 Remote Similarity NPD6862 Phase 2
0.6506 Remote Similarity NPD3812 Clinical (unspecified phase)
0.6503 Remote Similarity NPD255 Approved
0.6503 Remote Similarity NPD256 Approved
0.649 Remote Similarity NPD9494 Approved
0.6486 Remote Similarity NPD9269 Phase 2
0.6486 Remote Similarity NPD1608 Approved
0.6486 Remote Similarity NPD4878 Approved
0.6483 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6477 Remote Similarity NPD5029 Approved
0.6477 Remote Similarity NPD5031 Approved
0.6477 Remote Similarity NPD5027 Approved
0.6475 Remote Similarity NPD74 Approved
0.6475 Remote Similarity NPD9266 Approved
0.6471 Remote Similarity NPD1930 Approved
0.6471 Remote Similarity NPD1929 Approved
0.6471 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6471 Remote Similarity NPD2028 Clinical (unspecified phase)
0.6456 Remote Similarity NPD2346 Discontinued
0.6441 Remote Similarity NPD4954 Approved
0.6441 Remote Similarity NPD36 Approved
0.6441 Remote Similarity NPD5026 Approved
0.6441 Remote Similarity NPD4955 Approved
0.6441 Remote Similarity NPD5028 Approved
0.6441 Remote Similarity NPD5034 Approved
0.6438 Remote Similarity NPD7003 Approved
0.6438 Remote Similarity NPD9268 Approved
0.6438 Remote Similarity NPD4628 Phase 3
0.6433 Remote Similarity NPD2799 Discontinued
0.6433 Remote Similarity NPD2821 Approved
0.6429 Remote Similarity NPD520 Approved
0.6429 Remote Similarity NPD5937 Approved
0.6429 Remote Similarity NPD6663 Approved
0.6424 Remote Similarity NPD2649 Approved
0.6424 Remote Similarity NPD2651 Approved
0.642 Remote Similarity NPD5445 Approved
0.6419 Remote Similarity NPD1281 Approved
0.6415 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6415 Remote Similarity NPD970 Clinical (unspecified phase)
0.6415 Remote Similarity NPD1549 Phase 2
0.6405 Remote Similarity NPD3136 Phase 2
0.6405 Remote Similarity NPD5156 Approved
0.6405 Remote Similarity NPD5155 Approved
0.6404 Remote Similarity NPD7546 Discontinued
0.6403 Remote Similarity NPD9264 Approved
0.6403 Remote Similarity NPD9263 Approved
0.6403 Remote Similarity NPD2342 Discontinued
0.6403 Remote Similarity NPD9267 Approved
0.64 Remote Similarity NPD6020 Phase 2
0.64 Remote Similarity NPD3965 Phase 1
0.6398 Remote Similarity NPD7565 Approved
0.6389 Remote Similarity NPD709 Approved
0.6384 Remote Similarity NPD5030 Phase 2
0.6383 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6382 Remote Similarity NPD3637 Approved
0.6382 Remote Similarity NPD3636 Approved
0.6382 Remote Similarity NPD5736 Approved
0.6382 Remote Similarity NPD9569 Approved
0.6382 Remote Similarity NPD3635 Approved
0.6375 Remote Similarity NPD7421 Clinical (unspecified phase)
0.637 Remote Similarity NPD5304 Approved
0.637 Remote Similarity NPD5303 Approved
0.6369 Remote Similarity NPD7819 Suspended
0.6353 Remote Similarity NPD6157 Clinical (unspecified phase)
0.6352 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6352 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6345 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6345 Remote Similarity NPD9493 Approved
0.6343 Remote Similarity NPD7177 Discontinued
0.6341 Remote Similarity NPD6273 Approved
0.634 Remote Similarity NPD3594 Approved
0.634 Remote Similarity NPD2606 Approved
0.634 Remote Similarity NPD2605 Approved
0.634 Remote Similarity NPD3595 Approved
0.6339 Remote Similarity NPD5968 Phase 3
0.6338 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6337 Remote Similarity NPD3286 Discontinued
0.6335 Remote Similarity NPD8166 Discontinued
0.6333 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6329 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6329 Remote Similarity NPD3748 Approved
0.6329 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6328 Remote Similarity NPD1252 Clinical (unspecified phase)
0.6325 Remote Similarity NPD3229 Phase 2
0.6325 Remote Similarity NPD3226 Approved
0.6324 Remote Similarity NPD1242 Phase 1
0.6322 Remote Similarity NPD1220 Phase 1
0.6319 Remote Similarity NPD1511 Approved
0.6319 Remote Similarity NPD6836 Approved
0.6316 Remote Similarity NPD7451 Discontinued
0.6316 Remote Similarity NPD2194 Approved
0.6316 Remote Similarity NPD2195 Approved
0.6316 Remote Similarity NPD258 Approved
0.6316 Remote Similarity NPD6584 Phase 3
0.6316 Remote Similarity NPD257 Approved
0.6316 Remote Similarity NPD1432 Clinical (unspecified phase)
0.631 Remote Similarity NPD6280 Approved
0.631 Remote Similarity NPD6279 Approved
0.6309 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6309 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6307 Remote Similarity NPD4603 Phase 2
0.6306 Remote Similarity NPD4097 Suspended
0.6304 Remote Similarity NPD179 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7131 Phase 3
0.6299 Remote Similarity NPD2372 Approved
0.6298 Remote Similarity NPD5038 Approved
0.6298 Remote Similarity NPD5037 Approved
0.6298 Remote Similarity NPD8150 Discontinued
0.6296 Remote Similarity NPD9273 Approved
0.6296 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6294 Remote Similarity NPD9379 Approved
0.6294 Remote Similarity NPD9377 Approved
0.6294 Remote Similarity NPD7635 Approved
0.6291 Remote Similarity NPD2922 Phase 1
0.6291 Remote Similarity NPD5310 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL525999
ZINC  

Physicochemical Properties

Molecular Weight:  279.09
ALogP:  -1.7921
MLogP:  2.89
XLogP:  1.992
# Rotatable Bonds:  2
Polar Surface Area:  69.89
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  21

Download Data

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