Drug Information

Drug ID:  NPD3924
Drug Name:  Papaverine
Molecular Formula:  C20H21NO4
Canonical SMILES:  COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC
Standard InCHI:  InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3
Standard InCHIKey:  XQYZDYMELSJDRZ-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD3924

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
High Similarity 1.0 NPC195268
High Similarity 1.0 NPC133140
High Similarity 0.9548 NPC476582
High Similarity 0.9548 NPC4071
High Similarity 0.9548 NPC476578
High Similarity 0.9392 NPC36229
High Similarity 0.9392 NPC16452
High Similarity 0.9392 NPC476581
High Similarity 0.9385 NPC477019
High Similarity 0.9227 NPC31930
High Similarity 0.9185 NPC313189
High Similarity 0.9171 NPC234197
High Similarity 0.914 NPC290689
High Similarity 0.9043 NPC53069
High Similarity 0.9043 NPC202768
High Similarity 0.9043 NPC202605
High Similarity 0.9043 NPC112206
High Similarity 0.9043 NPC296482
High Similarity 0.8995 NPC236668
High Similarity 0.8978 NPC135549
High Similarity 0.8947 NPC146976
High Similarity 0.8942 NPC251160
High Similarity 0.8842 NPC96405
High Similarity 0.8842 NPC171409
High Similarity 0.8737 NPC188420
High Similarity 0.8736 NPC312872
High Similarity 0.8711 NPC473822
High Similarity 0.8698 NPC149471
High Similarity 0.8698 NPC271215
High Similarity 0.8629 NPC122463
High Similarity 0.8622 NPC174049
High Similarity 0.8557 NPC235076
High Similarity 0.852 NPC23614
High Similarity 0.852 NPC100079
High Similarity 0.8503 NPC287437
Intermediate Similarity 0.8442 NPC210434
Intermediate Similarity 0.8426 NPC204446
Intermediate Similarity 0.841 NPC162530
Intermediate Similarity 0.841 NPC266931
Intermediate Similarity 0.8384 NPC46451
Intermediate Similarity 0.8376 NPC473513
Intermediate Similarity 0.8374 NPC24019
Intermediate Similarity 0.8333 NPC323345
Intermediate Similarity 0.8333 NPC470164
Intermediate Similarity 0.8333 NPC201508
Intermediate Similarity 0.8306 NPC204385
Intermediate Similarity 0.8287 NPC206201
Intermediate Similarity 0.8259 NPC118121
Intermediate Similarity 0.8256 NPC470020
Intermediate Similarity 0.8252 NPC255800
Intermediate Similarity 0.8252 NPC96584
Intermediate Similarity 0.8241 NPC173080
Intermediate Similarity 0.8201 NPC224928
Intermediate Similarity 0.8164 NPC22481
Intermediate Similarity 0.8125 NPC90875
Intermediate Similarity 0.8122 NPC208284
Intermediate Similarity 0.8116 NPC233334
Intermediate Similarity 0.8107 NPC278525
Intermediate Similarity 0.8093 NPC285558
Intermediate Similarity 0.8086 NPC295228
Intermediate Similarity 0.8086 NPC108342
Intermediate Similarity 0.8048 NPC189903
Intermediate Similarity 0.8048 NPC182907
Intermediate Similarity 0.8009 NPC166722
Intermediate Similarity 0.799 NPC316981
Intermediate Similarity 0.7989 NPC141915
Intermediate Similarity 0.7989 NPC114335
Intermediate Similarity 0.7989 NPC280964
Intermediate Similarity 0.7979 NPC76748
Intermediate Similarity 0.7979 NPC176538
Intermediate Similarity 0.7952 NPC253675
Intermediate Similarity 0.7947 NPC307963
Intermediate Similarity 0.7937 NPC92111
Intermediate Similarity 0.7934 NPC119134
Intermediate Similarity 0.7926 NPC296527
Intermediate Similarity 0.7902 NPC280272
Intermediate Similarity 0.7898 NPC26850
Intermediate Similarity 0.7879 NPC82548
Intermediate Similarity 0.7865 NPC251090
Intermediate Similarity 0.7865 NPC177404
Intermediate Similarity 0.786 NPC15406
Intermediate Similarity 0.7857 NPC475774
Intermediate Similarity 0.785 NPC210296
Intermediate Similarity 0.7847 NPC469792
Intermediate Similarity 0.7846 NPC232727
Intermediate Similarity 0.7829 NPC476568
Intermediate Similarity 0.7824 NPC124313
Intermediate Similarity 0.7817 NPC274291
Intermediate Similarity 0.7817 NPC118832
Intermediate Similarity 0.7817 NPC47059
Intermediate Similarity 0.7817 NPC264166
Intermediate Similarity 0.7817 NPC329708
Intermediate Similarity 0.7817 NPC165349
Intermediate Similarity 0.7814 NPC84164
Intermediate Similarity 0.7814 NPC207283
Intermediate Similarity 0.78 NPC167860
Intermediate Similarity 0.78 NPC123976
Intermediate Similarity 0.7798 NPC270515
Intermediate Similarity 0.7796 NPC470474
Intermediate Similarity 0.7795 NPC315957
Intermediate Similarity 0.7784 NPC127085
Intermediate Similarity 0.776 NPC329541
Intermediate Similarity 0.775 NPC174758
Intermediate Similarity 0.7727 NPC26872
Intermediate Similarity 0.7716 NPC199277
Intermediate Similarity 0.7716 NPC135887
Intermediate Similarity 0.7714 NPC476997
Intermediate Similarity 0.7703 NPC470018
Intermediate Similarity 0.7685 NPC217554
Intermediate Similarity 0.768 NPC24954
Intermediate Similarity 0.768 NPC473053
Intermediate Similarity 0.7678 NPC476998
Intermediate Similarity 0.7678 NPC476996
Intermediate Similarity 0.7677 NPC476138
Intermediate Similarity 0.7677 NPC245816
Intermediate Similarity 0.767 NPC213530
Intermediate Similarity 0.767 NPC193267
Intermediate Similarity 0.7667 NPC74575
Intermediate Similarity 0.7661 NPC284141
Intermediate Similarity 0.7647 NPC183537
Intermediate Similarity 0.7642 NPC476999
Intermediate Similarity 0.7641 NPC267928
Intermediate Similarity 0.7638 NPC137929
Intermediate Similarity 0.7638 NPC164374
Intermediate Similarity 0.7634 NPC285941
Intermediate Similarity 0.763 NPC246381
Intermediate Similarity 0.763 NPC476994
Intermediate Similarity 0.7619 NPC284559
Intermediate Similarity 0.7617 NPC99666
Intermediate Similarity 0.761 NPC170114
Intermediate Similarity 0.7608 NPC322482
Intermediate Similarity 0.7606 NPC49547
Intermediate Similarity 0.7594 NPC472168
Intermediate Similarity 0.7593 NPC11408
Intermediate Similarity 0.7588 NPC223427
Intermediate Similarity 0.7585 NPC17565
Intermediate Similarity 0.7574 NPC174672
Intermediate Similarity 0.7569 NPC216816
Intermediate Similarity 0.7568 NPC77878
Intermediate Similarity 0.7566 NPC176127
Intermediate Similarity 0.7565 NPC469390
Intermediate Similarity 0.7562 NPC474595
Intermediate Similarity 0.7561 NPC470549
Intermediate Similarity 0.7558 NPC328750
Intermediate Similarity 0.7558 NPC188163
Intermediate Similarity 0.7558 NPC474915
Intermediate Similarity 0.7558 NPC213206
Intermediate Similarity 0.7549 NPC26679
Intermediate Similarity 0.7548 NPC54066
Intermediate Similarity 0.7539 NPC61350
Intermediate Similarity 0.7538 NPC66815
Intermediate Similarity 0.7537 NPC11464
Intermediate Similarity 0.7536 NPC200888
Intermediate Similarity 0.7536 NPC214980
Intermediate Similarity 0.7527 NPC118511
Intermediate Similarity 0.7525 NPC329747
Intermediate Similarity 0.7525 NPC329793
Intermediate Similarity 0.7525 NPC18348
Intermediate Similarity 0.7524 NPC274982
Intermediate Similarity 0.7513 NPC190461
Intermediate Similarity 0.7512 NPC304183
Intermediate Similarity 0.7512 NPC472111
Intermediate Similarity 0.75 NPC308906
Intermediate Similarity 0.75 NPC469440
Intermediate Similarity 0.75 NPC470017
Intermediate Similarity 0.75 NPC13880
Intermediate Similarity 0.75 NPC314682
Intermediate Similarity 0.7488 NPC469589
Intermediate Similarity 0.7488 NPC185782
Intermediate Similarity 0.7487 NPC289786
Intermediate Similarity 0.7486 NPC471178
Intermediate Similarity 0.7475 NPC193238
Intermediate Similarity 0.7465 NPC470022
Intermediate Similarity 0.7463 NPC210256
Intermediate Similarity 0.746 NPC287588
Intermediate Similarity 0.7459 NPC476518
Intermediate Similarity 0.7449 NPC131017
Intermediate Similarity 0.7441 NPC65277
Intermediate Similarity 0.7438 NPC476465
Intermediate Similarity 0.7437 NPC19872
Intermediate Similarity 0.7435 NPC62069
Intermediate Similarity 0.7435 NPC84478
Intermediate Similarity 0.7419 NPC121658
Intermediate Similarity 0.7419 NPC258773
Intermediate Similarity 0.7419 NPC14651
Intermediate Similarity 0.7413 NPC162484
Intermediate Similarity 0.7409 NPC66083
Intermediate Similarity 0.7396 NPC20249
Intermediate Similarity 0.7391 NPC132385
Intermediate Similarity 0.7389 NPC193777
Intermediate Similarity 0.7385 NPC476995
Intermediate Similarity 0.7376 NPC475070
Intermediate Similarity 0.7371 NPC476567
Intermediate Similarity 0.7371 NPC128019
Intermediate Similarity 0.7371 NPC136860
Intermediate Similarity 0.7368 NPC168486
Intermediate Similarity 0.7368 NPC222592
Intermediate Similarity 0.7366 NPC471304
Intermediate Similarity 0.7366 NPC134637
Intermediate Similarity 0.7361 NPC469554

Drug Structure

External Identifiers

TTD   DAP000959
DrugBank   DB01113
ChEMBL   CHEMBL19224
IUPHAR/BPS  
PharmaGKB   PA164745550
KEGG Drug   D07425
PubChem CID   4680
ChEBI   28241
CAS Number  58-74-2

Drug Properties

Molecular Weight  339.15
ALogP  0.114
MLogP  3.11
XLogP  3.363
HDA  1
HBD  0
Rotatable Bonds  10
TPSA  49.81
RO5 Violation  0