Drug Information

Drug ID:  NPD3442
Drug Name:  Prazosin
Molecular Formula:  C19H21N5O4
Canonical SMILES:  COc1cc2nc([nH]c(=N)c2cc1OC)N1CCN(CC1)C(=O)c1ccco1
Standard InCHI:  InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22)
Standard InCHIKey:  IENZQIKPVFGBNW-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD3442

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7455 NPC473460
Intermediate Similarity 0.7287 NPC303374
Intermediate Similarity 0.7217 NPC313327
Intermediate Similarity 0.7137 NPC471561
Intermediate Similarity 0.7124 NPC16249
Intermediate Similarity 0.7111 NPC473422
Intermediate Similarity 0.7091 NPC198401
Remote Similarity 0.6987 NPC471762
Remote Similarity 0.6987 NPC66777
Remote Similarity 0.6946 NPC157931
Remote Similarity 0.6933 NPC122886
Remote Similarity 0.6916 NPC41216
Remote Similarity 0.6886 NPC268077
Remote Similarity 0.6864 NPC471650
Remote Similarity 0.6849 NPC148124
Remote Similarity 0.6842 NPC207971
Remote Similarity 0.684 NPC475133
Remote Similarity 0.6833 NPC174629
Remote Similarity 0.6807 NPC99724
Remote Similarity 0.6781 NPC471532
Remote Similarity 0.6777 NPC194740
Remote Similarity 0.677 NPC100863
Remote Similarity 0.677 NPC71124
Remote Similarity 0.6765 NPC476069
Remote Similarity 0.6748 NPC291173
Remote Similarity 0.6739 NPC163829
Remote Similarity 0.6739 NPC475147
Remote Similarity 0.6736 NPC248903
Remote Similarity 0.6736 NPC257851
Remote Similarity 0.6721 NPC217176
Remote Similarity 0.6721 NPC184680
Remote Similarity 0.6711 NPC127178
Remote Similarity 0.6709 NPC126556
Remote Similarity 0.6709 NPC471197
Remote Similarity 0.6709 NPC195636
Remote Similarity 0.6708 NPC71539
Remote Similarity 0.6708 NPC250960
Remote Similarity 0.6708 NPC74216
Remote Similarity 0.6707 NPC208898
Remote Similarity 0.6696 NPC204970
Remote Similarity 0.6694 NPC470785
Remote Similarity 0.6694 NPC266994
Remote Similarity 0.6694 NPC26928
Remote Similarity 0.6681 NPC471198
Remote Similarity 0.6681 NPC10732
Remote Similarity 0.6667 NPC46259
Remote Similarity 0.6667 NPC254957
Remote Similarity 0.6667 NPC5374
Remote Similarity 0.6653 NPC188400
Remote Similarity 0.6651 NPC471648
Remote Similarity 0.6638 NPC158551
Remote Similarity 0.6627 NPC56271
Remote Similarity 0.6621 NPC5167
Remote Similarity 0.6611 NPC77777
Remote Similarity 0.66 NPC41501
Remote Similarity 0.6597 NPC471531
Remote Similarity 0.6588 NPC203373
Remote Similarity 0.6583 NPC219397
Remote Similarity 0.6581 NPC285192
Remote Similarity 0.6575 NPC181905
Remote Similarity 0.6573 NPC34770
Remote Similarity 0.6567 NPC477161
Remote Similarity 0.656 NPC470784
Remote Similarity 0.6556 NPC128115
Remote Similarity 0.655 NPC112937
Remote Similarity 0.6548 NPC166712
Remote Similarity 0.6542 NPC87560
Remote Similarity 0.6542 NPC195120
Remote Similarity 0.654 NPC119722
Remote Similarity 0.654 NPC264176
Remote Similarity 0.654 NPC159815
Remote Similarity 0.6538 NPC308943
Remote Similarity 0.6534 NPC168922
Remote Similarity 0.6523 NPC51854
Remote Similarity 0.652 NPC472061
Remote Similarity 0.6516 NPC19175
Remote Similarity 0.6516 NPC231924
Remote Similarity 0.6513 NPC268223
Remote Similarity 0.6509 NPC295898
Remote Similarity 0.6502 NPC138083
Remote Similarity 0.6502 NPC473007
Remote Similarity 0.65 NPC287152
Remote Similarity 0.65 NPC244425
Remote Similarity 0.65 NPC15384
Remote Similarity 0.65 NPC305984
Remote Similarity 0.6498 NPC82541
Remote Similarity 0.6485 NPC55470
Remote Similarity 0.6485 NPC314817
Remote Similarity 0.6485 NPC66191
Remote Similarity 0.6485 NPC316297
Remote Similarity 0.6484 NPC9729
Remote Similarity 0.6478 NPC470821
Remote Similarity 0.6473 NPC248601
Remote Similarity 0.6473 NPC116007
Remote Similarity 0.6473 NPC303658
Remote Similarity 0.6471 NPC58209
Remote Similarity 0.6471 NPC85613
Remote Similarity 0.6468 NPC73280
Remote Similarity 0.6468 NPC222561
Remote Similarity 0.6465 NPC299582
Remote Similarity 0.646 NPC473008
Remote Similarity 0.646 NPC45389
Remote Similarity 0.6456 NPC269449
Remote Similarity 0.6455 NPC4669
Remote Similarity 0.6445 NPC1608
Remote Similarity 0.6441 NPC270301
Remote Similarity 0.6438 NPC164608
Remote Similarity 0.6434 NPC220851
Remote Similarity 0.6432 NPC57512
Remote Similarity 0.6429 NPC235194
Remote Similarity 0.6422 NPC471604
Remote Similarity 0.642 NPC157983
Remote Similarity 0.642 NPC118154
Remote Similarity 0.642 NPC472099
Remote Similarity 0.642 NPC173250
Remote Similarity 0.6414 NPC154922
Remote Similarity 0.6413 NPC314659
Remote Similarity 0.6404 NPC473004
Remote Similarity 0.6404 NPC79213
Remote Similarity 0.6402 NPC470482
Remote Similarity 0.6402 NPC470481
Remote Similarity 0.64 NPC172222
Remote Similarity 0.6398 NPC471155
Remote Similarity 0.6398 NPC478075
Remote Similarity 0.6396 NPC283810
Remote Similarity 0.6393 NPC128476
Remote Similarity 0.6392 NPC160100
Remote Similarity 0.6392 NPC208364
Remote Similarity 0.6388 NPC174122
Remote Similarity 0.6388 NPC473569
Remote Similarity 0.6388 NPC64140
Remote Similarity 0.6387 NPC476651
Remote Similarity 0.6379 NPC37957
Remote Similarity 0.6375 NPC151781
Remote Similarity 0.6375 NPC476220
Remote Similarity 0.6375 NPC160113
Remote Similarity 0.6375 NPC316181
Remote Similarity 0.6375 NPC74562
Remote Similarity 0.6375 NPC236668
Remote Similarity 0.6371 NPC270241
Remote Similarity 0.6371 NPC205926
Remote Similarity 0.6368 NPC476580
Remote Similarity 0.6368 NPC311357
Remote Similarity 0.6368 NPC197335
Remote Similarity 0.6364 NPC272706
Remote Similarity 0.6364 NPC474183
Remote Similarity 0.636 NPC220241
Remote Similarity 0.636 NPC295479
Remote Similarity 0.6356 NPC225400
Remote Similarity 0.6353 NPC100734
Remote Similarity 0.6353 NPC315634
Remote Similarity 0.6353 NPC88923
Remote Similarity 0.6352 NPC318525
Remote Similarity 0.6352 NPC478007
Remote Similarity 0.6352 NPC10653
Remote Similarity 0.6351 NPC13397
Remote Similarity 0.6349 NPC16066
Remote Similarity 0.6349 NPC146976
Remote Similarity 0.6348 NPC230313
Remote Similarity 0.6344 NPC234069
Remote Similarity 0.6342 NPC120239
Remote Similarity 0.6338 NPC471649
Remote Similarity 0.6337 NPC182853
Remote Similarity 0.6336 NPC120513
Remote Similarity 0.6331 NPC478078
Remote Similarity 0.633 NPC306669
Remote Similarity 0.633 NPC66490
Remote Similarity 0.6329 NPC472538
Remote Similarity 0.6329 NPC470786
Remote Similarity 0.6327 NPC150308
Remote Similarity 0.6327 NPC87391
Remote Similarity 0.6327 NPC276120
Remote Similarity 0.6327 NPC83511
Remote Similarity 0.6327 NPC118189
Remote Similarity 0.6325 NPC214368
Remote Similarity 0.6323 NPC32064
Remote Similarity 0.6323 NPC39822
Remote Similarity 0.6322 NPC244543
Remote Similarity 0.6318 NPC472068
Remote Similarity 0.6316 NPC21638
Remote Similarity 0.6311 NPC298436
Remote Similarity 0.6308 NPC133609
Remote Similarity 0.6307 NPC162530
Remote Similarity 0.6305 NPC311906
Remote Similarity 0.6301 NPC478008
Remote Similarity 0.6295 NPC28368
Remote Similarity 0.6293 NPC270515
Remote Similarity 0.6292 NPC146418
Remote Similarity 0.629 NPC476436
Remote Similarity 0.6289 NPC113455
Remote Similarity 0.6288 NPC92803
Remote Similarity 0.6286 NPC323969
Remote Similarity 0.6284 NPC476569
Remote Similarity 0.6284 NPC471652
Remote Similarity 0.6283 NPC102760
Remote Similarity 0.6282 NPC242728
Remote Similarity 0.6281 NPC50562
Remote Similarity 0.6281 NPC298449
Remote Similarity 0.6275 NPC304837
Remote Similarity 0.6275 NPC476258

Drug Structure

External Identifiers

TTD   DAP000300
DrugBank   DB00457
ChEMBL   CHEMBL2
IUPHAR/BPS   503
PharmaGKB   PA451093
KEGG Drug  
PubChem CID   4893
ChEBI   8364
CAS Number  19216-56-9

Drug Properties

Molecular Weight  383.16
ALogP  -1.2809
MLogP  2.56
XLogP  2.505
HDA  6
HBD  2
Rotatable Bonds  7
TPSA  103.39
RO5 Violation  0