NPASS drugs

Drug Information

Drug ID:	NPD4452
Drug Name:	Haloperidol Lactate
Molecular Formula:	C21H23ClFNO2.C3H6O3
Canonical SMILES:	OC(=O)[C@@H](O)C.Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C21H23ClFNO2.C3H6O3/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16;1-2(4)3(5)6/h3-10,26H,1-2,11-15H2;2,4H,1H3,(H,5,6)/t;2-/m.0/s1
Standard InCHIKey:	BVUSNQJCSYDJJG-WNQIDUERSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4452

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	140
0.1-0.2	893
0.2-0.3	2824
0.3-0.4	9210
0.4-0.5	10084
0.5-0.6	7412
0.6-0.7	320
0.7-0.8	5
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.8467	NPC316906
Intermediate Similarity	0.812	NPC285394
Intermediate Similarity	0.7305	NPC305717
Intermediate Similarity	0.7209	NPC167336
Intermediate Similarity	0.7121	NPC65855
Intermediate Similarity	0.7121	NPC292758
Intermediate Similarity	0.7055	NPC313663
Remote Similarity	0.6923	NPC291426
Remote Similarity	0.687	NPC324786
Remote Similarity	0.687	NPC249067
Remote Similarity	0.6866	NPC216122
Remote Similarity	0.6861	NPC471318
Remote Similarity	0.6831	NPC26285
Remote Similarity	0.6815	NPC313981
Remote Similarity	0.6794	NPC255676
Remote Similarity	0.6759	NPC65310
Remote Similarity	0.6692	NPC105899
Remote Similarity	0.6691	NPC474057
Remote Similarity	0.6691	NPC322197
Remote Similarity	0.6689	NPC120251
Remote Similarity	0.6689	NPC473247
Remote Similarity	0.6667	NPC289201
Remote Similarity	0.6667	NPC474473
Remote Similarity	0.6667	NPC196673
Remote Similarity	0.6644	NPC257390
Remote Similarity	0.6623	NPC474811
Remote Similarity	0.6623	NPC260045
Remote Similarity	0.6623	NPC79465
Remote Similarity	0.6623	NPC474855
Remote Similarity	0.6623	NPC118099
Remote Similarity	0.6623	NPC475318
Remote Similarity	0.6623	NPC49577
Remote Similarity	0.6623	NPC476102
Remote Similarity	0.6623	NPC9687
Remote Similarity	0.6623	NPC474787
Remote Similarity	0.6623	NPC90194
Remote Similarity	0.6623	NPC293377
Remote Similarity	0.6623	NPC76785
Remote Similarity	0.6623	NPC475598
Remote Similarity	0.6623	NPC273907
Remote Similarity	0.6623	NPC473360
Remote Similarity	0.6623	NPC151706
Remote Similarity	0.6619	NPC113099
Remote Similarity	0.6618	NPC158854
Remote Similarity	0.6603	NPC297322
Remote Similarity	0.6601	NPC153007
Remote Similarity	0.6597	NPC213126
Remote Similarity	0.6597	NPC317474
Remote Similarity	0.6597	NPC169485
Remote Similarity	0.6597	NPC291027
Remote Similarity	0.6597	NPC84281
Remote Similarity	0.6593	NPC211439
Remote Similarity	0.6593	NPC141523
Remote Similarity	0.6591	NPC25458
Remote Similarity	0.6569	NPC116842
Remote Similarity	0.6544	NPC318327
Remote Similarity	0.6541	NPC329556
Remote Similarity	0.6536	NPC281104
Remote Similarity	0.6528	NPC472981
Remote Similarity	0.6525	NPC158157
Remote Similarity	0.6522	NPC68967
Remote Similarity	0.6522	NPC66208
Remote Similarity	0.6519	NPC95178
Remote Similarity	0.6519	NPC69332
Remote Similarity	0.6519	NPC29989
Remote Similarity	0.65	NPC186933
Remote Similarity	0.6496	NPC88141
Remote Similarity	0.6489	NPC229242
Remote Similarity	0.6483	NPC167323
Remote Similarity	0.6483	NPC269923
Remote Similarity	0.6466	NPC304873
Remote Similarity	0.6444	NPC134120
Remote Similarity	0.6443	NPC103605
Remote Similarity	0.6443	NPC81092
Remote Similarity	0.6439	NPC217621
Remote Similarity	0.6438	NPC474283
Remote Similarity	0.6434	NPC249435
Remote Similarity	0.6423	NPC17525
Remote Similarity	0.641	NPC33011
Remote Similarity	0.6409	NPC264938
Remote Similarity	0.6397	NPC70843
Remote Similarity	0.6395	NPC85511
Remote Similarity	0.6387	NPC471316
Remote Similarity	0.6383	NPC93181
Remote Similarity	0.6377	NPC95172
Remote Similarity	0.6376	NPC474106
Remote Similarity	0.637	NPC8931
Remote Similarity	0.637	NPC120693
Remote Similarity	0.637	NPC261573
Remote Similarity	0.635	NPC249811
Remote Similarity	0.6343	NPC284477
Remote Similarity	0.634	NPC266425
Remote Similarity	0.6337	NPC470548
Remote Similarity	0.6331	NPC21162
Remote Similarity	0.6328	NPC62765
Remote Similarity	0.6308	NPC261181
Remote Similarity	0.6308	NPC34243
Remote Similarity	0.6296	NPC247976
Remote Similarity	0.6291	NPC69496
Remote Similarity	0.6288	NPC253423
Remote Similarity	0.6286	NPC186128
Remote Similarity	0.6286	NPC158282
Remote Similarity	0.6286	NPC268388
Remote Similarity	0.6284	NPC307020
Remote Similarity	0.6282	NPC249899
Remote Similarity	0.6277	NPC45033
Remote Similarity	0.6277	NPC188677
Remote Similarity	0.6276	NPC195262
Remote Similarity	0.6276	NPC188814
Remote Similarity	0.6275	NPC11173
Remote Similarity	0.6273	NPC476444
Remote Similarity	0.6269	NPC282895
Remote Similarity	0.6268	NPC285350
Remote Similarity	0.6268	NPC474095
Remote Similarity	0.6268	NPC274839
Remote Similarity	0.626	NPC206764
Remote Similarity	0.6259	NPC120545
Remote Similarity	0.6242	NPC295664
Remote Similarity	0.6242	NPC164014
Remote Similarity	0.6242	NPC474847
Remote Similarity	0.6242	NPC472243
Remote Similarity	0.6241	NPC317280
Remote Similarity	0.6241	NPC329387
Remote Similarity	0.6233	NPC27833
Remote Similarity	0.6233	NPC232958
Remote Similarity	0.6232	NPC34715
Remote Similarity	0.6232	NPC226699
Remote Similarity	0.6226	NPC138438
Remote Similarity	0.6226	NPC908
Remote Similarity	0.6225	NPC17374
Remote Similarity	0.6225	NPC51448
Remote Similarity	0.6225	NPC469666
Remote Similarity	0.6225	NPC115797
Remote Similarity	0.6224	NPC23402
Remote Similarity	0.622	NPC194326
Remote Similarity	0.6216	NPC91478
Remote Similarity	0.6216	NPC475692
Remote Similarity	0.6216	NPC300274
Remote Similarity	0.6214	NPC475002
Remote Similarity	0.6214	NPC95126
Remote Similarity	0.6213	NPC204867
Remote Similarity	0.6212	NPC61944
Remote Similarity	0.6209	NPC48909
Remote Similarity	0.6209	NPC30390
Remote Similarity	0.6207	NPC471743
Remote Similarity	0.6197	NPC242136
Remote Similarity	0.6197	NPC471721
Remote Similarity	0.6196	NPC144691
Remote Similarity	0.6194	NPC228435
Remote Similarity	0.6194	NPC325497
Remote Similarity	0.619	NPC123476
Remote Similarity	0.619	NPC216216
Remote Similarity	0.6187	NPC224584
Remote Similarity	0.6184	NPC96024
Remote Similarity	0.6184	NPC48248
Remote Similarity	0.6181	NPC477453
Remote Similarity	0.6176	NPC135784
Remote Similarity	0.6176	NPC471310
Remote Similarity	0.6176	NPC274443
Remote Similarity	0.6174	NPC375356
Remote Similarity	0.6174	NPC475691
Remote Similarity	0.6173	NPC2672
Remote Similarity	0.617	NPC292834
Remote Similarity	0.617	NPC79496
Remote Similarity	0.617	NPC212415
Remote Similarity	0.617	NPC471188
Remote Similarity	0.6169	NPC245836
Remote Similarity	0.6169	NPC233910
Remote Similarity	0.6165	NPC156021
Remote Similarity	0.6165	NPC33168
Remote Similarity	0.6159	NPC100767
Remote Similarity	0.6159	NPC218323
Remote Similarity	0.6159	NPC6984
Remote Similarity	0.6154	NPC110704
Remote Similarity	0.6154	NPC470564
Remote Similarity	0.6154	NPC199737
Remote Similarity	0.6154	NPC306740
Remote Similarity	0.6154	NPC109580
Remote Similarity	0.6149	NPC295034
Remote Similarity	0.6149	NPC196976
Remote Similarity	0.6148	NPC228400
Remote Similarity	0.6148	NPC42211
Remote Similarity	0.6148	NPC214200
Remote Similarity	0.6144	NPC262819
Remote Similarity	0.6139	NPC150712
Remote Similarity	0.6133	NPC142956
Remote Similarity	0.6133	NPC4974
Remote Similarity	0.6131	NPC329282
Remote Similarity	0.6129	NPC76453
Remote Similarity	0.6129	NPC39528
Remote Similarity	0.6127	NPC128368
Remote Similarity	0.6127	NPC143768
Remote Similarity	0.6127	NPC286222
Remote Similarity	0.6124	NPC470317
Remote Similarity	0.6122	NPC321133
Remote Similarity	0.6122	NPC159525
Remote Similarity	0.6118	NPC116057
Remote Similarity	0.6111	NPC246412
Remote Similarity	0.6107	NPC68167
Remote Similarity	0.6107	NPC244351

Drug Structure

NPD4452 OpenBabel08211705262D 35 36 0 0 1 0 0 0 0 0999 V2000 5.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1603 -5.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -6.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 -6.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1603 -6.9641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.8923 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8923 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 14.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0263 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.6244 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7583 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 -2.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1603 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.6244 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 13 1 0 0 0 0 2 20 1 0 0 0 0 3 9 1 0 0 0 0 3 16 2 0 0 0 0 4 10 2 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 25 2 0 0 0 0 21 26 1 0 0 0 0 26 33 1 0 0 0 0 28 27 1 6 0 0 0 28 29 1 0 0 0 0 28 30 1 0 0 0 0 29 31 2 0 0 0 0 29 32 1 0 0 0 0 30 34 1 0 0 0 0 32 35 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	375.14
ALogP	-0.5662
MLogP	3.22
XLogP	4.497
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	40.54
RO5 Violation	0