Drug Information

Drug ID:  NPD2151
Drug Name:  Alizapride
Molecular Formula:  C16H21N5O2
Canonical SMILES:  C=CCN1CCCC1CN=C(c1cc2[nH]nnc2cc1OC)O
Standard InCHI:  InChI=1S/C16H21N5O2/c1-3-6-21-7-4-5-11(21)10-17-16(22)12-8-13-14(19-20-18-13)9-15(12)23-2/h3,8-9,11H,1,4-7,10H2,2H3,(H,17,22)(H,18,19,20)
Standard InCHIKey:  KSEYRUGYKHXGFW-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; DrugBank

  Structural Similarity Between NPASS Natural Products and NPD2151

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 0.7299 NPC471080
Intermediate Similarity 0.7299 NPC469592
Intermediate Similarity 0.726 NPC193777
Intermediate Similarity 0.7255 NPC18487
Intermediate Similarity 0.7248 NPC227908
Intermediate Similarity 0.7176 NPC86078
Intermediate Similarity 0.7163 NPC469594
Intermediate Similarity 0.7157 NPC70956
Intermediate Similarity 0.7157 NPC243834
Intermediate Similarity 0.7136 NPC478074
Intermediate Similarity 0.7136 NPC315957
Intermediate Similarity 0.7064 NPC310118
Intermediate Similarity 0.7053 NPC121772
Intermediate Similarity 0.7033 NPC223427
Intermediate Similarity 0.7028 NPC469589
Intermediate Similarity 0.7009 NPC48353
Intermediate Similarity 0.7005 NPC303658
Remote Similarity 0.6982 NPC473185
Remote Similarity 0.6981 NPC475910
Remote Similarity 0.6976 NPC131017
Remote Similarity 0.6951 NPC252251
Remote Similarity 0.693 NPC294620
Remote Similarity 0.6906 NPC110151
Remote Similarity 0.6905 NPC475085
Remote Similarity 0.6905 NPC291535
Remote Similarity 0.6905 NPC475112
Remote Similarity 0.6895 NPC213530
Remote Similarity 0.6895 NPC193267
Remote Similarity 0.689 NPC329747
Remote Similarity 0.6889 NPC477531
Remote Similarity 0.6872 NPC162484
Remote Similarity 0.6866 NPC84478
Remote Similarity 0.686 NPC194967
Remote Similarity 0.686 NPC13880
Remote Similarity 0.6857 NPC232727
Remote Similarity 0.6845 NPC307963
Remote Similarity 0.6844 NPC209174
Remote Similarity 0.6835 NPC148183
Remote Similarity 0.6835 NPC152768
Remote Similarity 0.6835 NPC170114
Remote Similarity 0.6833 NPC477532
Remote Similarity 0.683 NPC187145
Remote Similarity 0.6827 NPC153042
Remote Similarity 0.6818 NPC473179
Remote Similarity 0.6816 NPC176127
Remote Similarity 0.681 NPC176538
Remote Similarity 0.681 NPC329793
Remote Similarity 0.6808 NPC476106
Remote Similarity 0.6808 NPC472111
Remote Similarity 0.6804 NPC305984
Remote Similarity 0.6794 NPC72211
Remote Similarity 0.6791 NPC201697
Remote Similarity 0.6789 NPC470549
Remote Similarity 0.6786 NPC477888
Remote Similarity 0.6779 NPC251090
Remote Similarity 0.6774 NPC316981
Remote Similarity 0.6763 NPC84853
Remote Similarity 0.6748 NPC92111
Remote Similarity 0.6745 NPC199277
Remote Similarity 0.6745 NPC135887
Remote Similarity 0.6739 NPC473183
Remote Similarity 0.6736 NPC285635
Remote Similarity 0.673 NPC249040
Remote Similarity 0.6726 NPC314954
Remote Similarity 0.6726 NPC194740
Remote Similarity 0.6712 NPC132642
Remote Similarity 0.6712 NPC477533
Remote Similarity 0.6699 NPC472193
Remote Similarity 0.6699 NPC76748
Remote Similarity 0.6699 NPC70259
Remote Similarity 0.6682 NPC60621
Remote Similarity 0.6682 NPC123976
Remote Similarity 0.6682 NPC11464
Remote Similarity 0.6682 NPC167860
Remote Similarity 0.6667 NPC94943
Remote Similarity 0.6652 NPC473184
Remote Similarity 0.6652 NPC280272
Remote Similarity 0.6651 NPC19872
Remote Similarity 0.6651 NPC205934
Remote Similarity 0.6651 NPC43787
Remote Similarity 0.665 NPC296527
Remote Similarity 0.665 NPC246700
Remote Similarity 0.6638 NPC470784
Remote Similarity 0.6636 NPC174672
Remote Similarity 0.6633 NPC474409
Remote Similarity 0.6621 NPC94157
Remote Similarity 0.6618 NPC190007
Remote Similarity 0.6617 NPC283152
Remote Similarity 0.6609 NPC473182
Remote Similarity 0.6608 NPC470126
Remote Similarity 0.6606 NPC183407
Remote Similarity 0.6606 NPC471304
Remote Similarity 0.6605 NPC475070
Remote Similarity 0.6604 NPC187558
Remote Similarity 0.6595 NPC184680
Remote Similarity 0.6594 NPC475253
Remote Similarity 0.659 NPC476465
Remote Similarity 0.6588 NPC474188
Remote Similarity 0.6584 NPC72980
Remote Similarity 0.6583 NPC258773
Remote Similarity 0.6579 NPC253580
Remote Similarity 0.6577 NPC304926
Remote Similarity 0.6577 NPC476041
Remote Similarity 0.6575 NPC208284
Remote Similarity 0.657 NPC110741
Remote Similarity 0.6569 NPC212535
Remote Similarity 0.6567 NPC470785
Remote Similarity 0.656 NPC476116
Remote Similarity 0.6552 NPC70092
Remote Similarity 0.6552 NPC295228
Remote Similarity 0.6545 NPC473180
Remote Similarity 0.6542 NPC476044
Remote Similarity 0.6537 NPC62069
Remote Similarity 0.6532 NPC470799
Remote Similarity 0.6532 NPC8022
Remote Similarity 0.6531 NPC177404
Remote Similarity 0.6528 NPC285558
Remote Similarity 0.6524 NPC106937
Remote Similarity 0.6522 NPC66083
Remote Similarity 0.6522 NPC46580
Remote Similarity 0.652 NPC161887
Remote Similarity 0.6516 NPC266931
Remote Similarity 0.6511 NPC477066
Remote Similarity 0.651 NPC219383
Remote Similarity 0.65 NPC310894
Remote Similarity 0.6497 NPC476118
Remote Similarity 0.6494 NPC101543
Remote Similarity 0.6494 NPC469554
Remote Similarity 0.6491 NPC202503
Remote Similarity 0.649 NPC128751
Remote Similarity 0.6489 NPC128115
Remote Similarity 0.6489 NPC150239
Remote Similarity 0.6489 NPC174760
Remote Similarity 0.6488 NPC478080
Remote Similarity 0.6483 NPC477067
Remote Similarity 0.6483 NPC473540
Remote Similarity 0.6483 NPC478082
Remote Similarity 0.6483 NPC478081
Remote Similarity 0.6481 NPC473187
Remote Similarity 0.6476 NPC204970
Remote Similarity 0.6473 NPC314573
Remote Similarity 0.6473 NPC171171
Remote Similarity 0.6473 NPC473041
Remote Similarity 0.6473 NPC96321
Remote Similarity 0.6471 NPC26679
Remote Similarity 0.6471 NPC472098
Remote Similarity 0.6466 NPC180504
Remote Similarity 0.6465 NPC267423
Remote Similarity 0.6462 NPC242209
Remote Similarity 0.6459 NPC106833
Remote Similarity 0.6459 NPC469497
Remote Similarity 0.6455 NPC5145
Remote Similarity 0.6455 NPC199667
Remote Similarity 0.6449 NPC128823
Remote Similarity 0.6439 NPC118776
Remote Similarity 0.6438 NPC470931
Remote Similarity 0.6435 NPC295898
Remote Similarity 0.6432 NPC267928
Remote Similarity 0.6432 NPC162748
Remote Similarity 0.6429 NPC28510
Remote Similarity 0.6425 NPC87413
Remote Similarity 0.6425 NPC314002
Remote Similarity 0.6422 NPC88363
Remote Similarity 0.6417 NPC91868
Remote Similarity 0.6417 NPC63971
Remote Similarity 0.6415 NPC195314
Remote Similarity 0.6409 NPC185782
Remote Similarity 0.6409 NPC473181
Remote Similarity 0.6409 NPC209769
Remote Similarity 0.6409 NPC174758
Remote Similarity 0.6406 NPC475774
Remote Similarity 0.6406 NPC476138
Remote Similarity 0.6406 NPC245816
Remote Similarity 0.6404 NPC288943
Remote Similarity 0.6402 NPC475666
Remote Similarity 0.64 NPC247803
Remote Similarity 0.6398 NPC477861
Remote Similarity 0.6392 NPC36168
Remote Similarity 0.6392 NPC26872
Remote Similarity 0.6391 NPC6215
Remote Similarity 0.6389 NPC470586
Remote Similarity 0.6383 NPC6786
Remote Similarity 0.6381 NPC174629
Remote Similarity 0.6378 NPC469428
Remote Similarity 0.6377 NPC204717
Remote Similarity 0.6376 NPC21638
Remote Similarity 0.6375 NPC17437
Remote Similarity 0.6373 NPC96890
Remote Similarity 0.6368 NPC277351
Remote Similarity 0.6364 NPC82548
Remote Similarity 0.6364 NPC469830
Remote Similarity 0.636 NPC81939
Remote Similarity 0.6359 NPC266551
Remote Similarity 0.6359 NPC219963
Remote Similarity 0.6356 NPC169402
Remote Similarity 0.6356 NPC101350
Remote Similarity 0.6352 NPC475720
Remote Similarity 0.6352 NPC474192
Remote Similarity 0.6347 NPC475841
Remote Similarity 0.6347 NPC474145

Drug Structure

External Identifiers

TTD   DIB000253
DrugBank   DB01425
ChEMBL   CHEMBL290194
IUPHAR/BPS  
PharmaGKB   PA164744894
KEGG Drug  
PubChem CID  
ChEBI   94316
CAS Number  59338-93-1

Drug Properties

Molecular Weight  315.17
ALogP  -0.6489
MLogP  2.45
XLogP  1.969
HDA  6
HBD  2
Rotatable Bonds  8
TPSA  86.63
RO5 Violation  0