NPASS drugs

Drug Information

Drug ID:	NPD2997
Drug Name:	Cyclizine Lactate
Molecular Formula:	C18H22N2.C3H6O3
Canonical SMILES:	OC(=O)C(O)C.CN1CCN(CC1)C(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C18H22N2.C3H6O3/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-2(4)3(5)6/h2-11,18H,12-15H2,1H3;2,4H,1H3,(H,5,6)
Standard InCHIKey:	JOROEVAWQLGPFQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2997

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.

Range	Similarity Score Range
0-0.1	303
0.1-0.2	2084
0.2-0.3	9509
0.3-0.4	12325
0.4-0.5	4983
0.5-0.6	1412
0.6-0.7	235
0.7-0.8	30
0.8-0.85	7
0.85-0.9	1
0.9-0.95	1
0.95-1	0

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	0.9318	NPC470926
High Similarity	0.8602	NPC329430
Intermediate Similarity	0.8454	NPC239854
Intermediate Similarity	0.8409	NPC104070
Intermediate Similarity	0.8265	NPC291610
Intermediate Similarity	0.8235	NPC271642
Intermediate Similarity	0.8202	NPC119677
Intermediate Similarity	0.8118	NPC98976
Intermediate Similarity	0.8111	NPC169016
Intermediate Similarity	0.7978	NPC231986
Intermediate Similarity	0.7843	NPC473418
Intermediate Similarity	0.7843	NPC474695
Intermediate Similarity	0.7742	NPC258046
Intermediate Similarity	0.764	NPC12857
Intermediate Similarity	0.7551	NPC322040
Intermediate Similarity	0.7528	NPC325662
Intermediate Similarity	0.7528	NPC98269
Intermediate Similarity	0.7368	NPC475915
Intermediate Similarity	0.7333	NPC167336
Intermediate Similarity	0.7282	NPC474582
Intermediate Similarity	0.7222	NPC139658
Intermediate Similarity	0.7191	NPC112609
Intermediate Similarity	0.7191	NPC113000
Intermediate Similarity	0.7191	NPC122327
Intermediate Similarity	0.7168	NPC192209
Intermediate Similarity	0.7158	NPC133162
Intermediate Similarity	0.7143	NPC290638
Intermediate Similarity	0.7129	NPC108339
Intermediate Similarity	0.7113	NPC305602
Intermediate Similarity	0.7113	NPC17497
Intermediate Similarity	0.7105	NPC264580
Intermediate Similarity	0.7069	NPC314192
Intermediate Similarity	0.7064	NPC292758
Intermediate Similarity	0.7064	NPC65855
Intermediate Similarity	0.7059	NPC471320
Intermediate Similarity	0.7059	NPC471319
Intermediate Similarity	0.7045	NPC219246
Intermediate Similarity	0.703	NPC469330
Intermediate Similarity	0.7	NPC299134
Remote Similarity	0.6964	NPC187036
Remote Similarity	0.6964	NPC296163
Remote Similarity	0.6939	NPC473031
Remote Similarity	0.6923	NPC276699
Remote Similarity	0.6916	NPC469974
Remote Similarity	0.6889	NPC244738
Remote Similarity	0.6875	NPC474088
Remote Similarity	0.687	NPC313449
Remote Similarity	0.6854	NPC229235
Remote Similarity	0.6837	NPC203076
Remote Similarity	0.6827	NPC311242
Remote Similarity	0.6824	NPC22786
Remote Similarity	0.6818	NPC302790
Remote Similarity	0.68	NPC470877
Remote Similarity	0.6777	NPC252794
Remote Similarity	0.6768	NPC60408
Remote Similarity	0.6765	NPC473661
Remote Similarity	0.6733	NPC78041
Remote Similarity	0.6733	NPC191444
Remote Similarity	0.6733	NPC209764
Remote Similarity	0.6733	NPC141139
Remote Similarity	0.6733	NPC74936
Remote Similarity	0.6733	NPC471307
Remote Similarity	0.6733	NPC159178
Remote Similarity	0.6733	NPC121872
Remote Similarity	0.6706	NPC210849
Remote Similarity	0.6706	NPC246588
Remote Similarity	0.6696	NPC288232
Remote Similarity	0.6667	NPC320656
Remote Similarity	0.6667	NPC220698
Remote Similarity	0.6638	NPC470544
Remote Similarity	0.6638	NPC313673
Remote Similarity	0.6634	NPC176858
Remote Similarity	0.6613	NPC473417
Remote Similarity	0.6609	NPC246904
Remote Similarity	0.6585	NPC478079
Remote Similarity	0.6581	NPC470545
Remote Similarity	0.6557	NPC79698
Remote Similarity	0.6552	NPC113670
Remote Similarity	0.6545	NPC476198
Remote Similarity	0.6538	NPC471309
Remote Similarity	0.6538	NPC7067
Remote Similarity	0.6525	NPC470546
Remote Similarity	0.6517	NPC267443
Remote Similarity	0.6509	NPC472258
Remote Similarity	0.6486	NPC45033
Remote Similarity	0.648	NPC9856
Remote Similarity	0.6476	NPC303045
Remote Similarity	0.6476	NPC161972
Remote Similarity	0.6471	NPC226143
Remote Similarity	0.6471	NPC36357
Remote Similarity	0.6471	NPC114327
Remote Similarity	0.6452	NPC476950
Remote Similarity	0.6449	NPC322598
Remote Similarity	0.6429	NPC434
Remote Similarity	0.6429	NPC79618
Remote Similarity	0.6415	NPC25565
Remote Similarity	0.641	NPC473573
Remote Similarity	0.641	NPC101139
Remote Similarity	0.6408	NPC172128
Remote Similarity	0.6406	NPC313352
Remote Similarity	0.6374	NPC246822
Remote Similarity	0.6374	NPC139416
Remote Similarity	0.6374	NPC213570
Remote Similarity	0.6373	NPC12429
Remote Similarity	0.6373	NPC30445
Remote Similarity	0.6372	NPC77294
Remote Similarity	0.6372	NPC164802
Remote Similarity	0.6364	NPC71684
Remote Similarity	0.6355	NPC475439
Remote Similarity	0.6355	NPC473501
Remote Similarity	0.6353	NPC300345
Remote Similarity	0.6353	NPC212114
Remote Similarity	0.6353	NPC120441
Remote Similarity	0.6353	NPC65873
Remote Similarity	0.6346	NPC226438
Remote Similarity	0.6344	NPC54269
Remote Similarity	0.6341	NPC307020
Remote Similarity	0.6339	NPC473498
Remote Similarity	0.633	NPC214200
Remote Similarity	0.633	NPC228400
Remote Similarity	0.6322	NPC135924
Remote Similarity	0.6322	NPC150196
Remote Similarity	0.6322	NPC54368
Remote Similarity	0.6322	NPC248705
Remote Similarity	0.6321	NPC256452
Remote Similarity	0.632	NPC145754
Remote Similarity	0.6304	NPC72670
Remote Similarity	0.6299	NPC126458
Remote Similarity	0.6292	NPC198023
Remote Similarity	0.6292	NPC32312
Remote Similarity	0.6292	NPC155172
Remote Similarity	0.6292	NPC291066
Remote Similarity	0.6289	NPC159661
Remote Similarity	0.6286	NPC108800
Remote Similarity	0.6281	NPC27833
Remote Similarity	0.6275	NPC471638
Remote Similarity	0.6263	NPC14326
Remote Similarity	0.625	NPC249018
Remote Similarity	0.625	NPC53044
Remote Similarity	0.625	NPC473962
Remote Similarity	0.625	NPC3190
Remote Similarity	0.625	NPC257390
Remote Similarity	0.625	NPC29680
Remote Similarity	0.625	NPC316108
Remote Similarity	0.625	NPC71009
Remote Similarity	0.625	NPC200745
Remote Similarity	0.6237	NPC39799
Remote Similarity	0.6237	NPC193578
Remote Similarity	0.6237	NPC135433
Remote Similarity	0.6237	NPC87099
Remote Similarity	0.6237	NPC280135
Remote Similarity	0.6237	NPC1008
Remote Similarity	0.6237	NPC226999
Remote Similarity	0.6237	NPC158028
Remote Similarity	0.6235	NPC198841
Remote Similarity	0.6235	NPC269586
Remote Similarity	0.623	NPC257490
Remote Similarity	0.6226	NPC474974
Remote Similarity	0.6224	NPC475289
Remote Similarity	0.6224	NPC315216
Remote Similarity	0.6224	NPC475573
Remote Similarity	0.6222	NPC178527
Remote Similarity	0.6222	NPC20144
Remote Similarity	0.6214	NPC111233
Remote Similarity	0.6212	NPC314102
Remote Similarity	0.6212	NPC251722
Remote Similarity	0.6211	NPC307195
Remote Similarity	0.621	NPC285394
Remote Similarity	0.6207	NPC147062
Remote Similarity	0.6196	NPC473206
Remote Similarity	0.619	NPC245259
Remote Similarity	0.6186	NPC33742
Remote Similarity	0.6182	NPC316797
Remote Similarity	0.618	NPC88566
Remote Similarity	0.618	NPC45756
Remote Similarity	0.618	NPC50266
Remote Similarity	0.6174	NPC24777
Remote Similarity	0.6174	NPC158854
Remote Similarity	0.6167	NPC476566
Remote Similarity	0.6161	NPC275467
Remote Similarity	0.6154	NPC173991
Remote Similarity	0.6148	NPC316582
Remote Similarity	0.6148	NPC302169
Remote Similarity	0.6142	NPC268763
Remote Similarity	0.6142	NPC66177
Remote Similarity	0.6142	NPC8305
Remote Similarity	0.6142	NPC111428
Remote Similarity	0.6142	NPC473322
Remote Similarity	0.6136	NPC238023
Remote Similarity	0.6136	NPC310758
Remote Similarity	0.6129	NPC263385
Remote Similarity	0.6129	NPC329825
Remote Similarity	0.6129	NPC251490
Remote Similarity	0.6119	NPC314682
Remote Similarity	0.6119	NPC88097
Remote Similarity	0.6118	NPC277704
Remote Similarity	0.6118	NPC149436
Remote Similarity	0.6117	NPC262295
Remote Similarity	0.6116	NPC81561
Remote Similarity	0.6116	NPC240136

Drug Structure

NPD2997 OpenBabel08211702562D 28 29 0 0 1 0 0 0 0 0999 V2000 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 17 18 1 0 0 0 0 18 20 1 0 0 0 0 21 22 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	266.18
ALogP	0.1247
MLogP	3.22
XLogP	5.559
HDA	2
HBD	0
Rotatable Bonds	4
TPSA	6.48
RO5 Violation	1