NPASS drugs

Drug Information

Drug ID:	NPD4733
Drug Name:	Pipamperone
Molecular Formula:	C21H30FN3O2
Canonical SMILES:	O=C(c1ccc(cc1)F)CCCN1CCC(CC1)(N1CCCCC1)C(=N)O
Standard InCHI:	InChI=1S/C21H30FN3O2/c22-18-8-6-17(7-9-18)19(26)5-4-12-24-15-10-21(11-16-24,20(23)27)25-13-2-1-3-14-25/h6-9H,1-5,10-16H2,(H2,23,27)
Standard InCHIKey:	AXKPFOAXAHJUAG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4733

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	103
0.1-0.2	760
0.2-0.3	4409
0.3-0.4	11114
0.4-0.5	12282
0.5-0.6	1962
0.6-0.7	256
0.7-0.8	4
0.8-0.85	0
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	0.7712	NPC167336
Intermediate Similarity	0.7364	NPC27833
Intermediate Similarity	0.7143	NPC285394
Intermediate Similarity	0.7031	NPC33742
Remote Similarity	0.6953	NPC276949
Remote Similarity	0.6953	NPC35850
Remote Similarity	0.6864	NPC246757
Remote Similarity	0.6864	NPC291070
Remote Similarity	0.685	NPC319579
Remote Similarity	0.6829	NPC202613
Remote Similarity	0.6812	NPC111428
Remote Similarity	0.6797	NPC275410
Remote Similarity	0.6794	NPC239357
Remote Similarity	0.6794	NPC14672
Remote Similarity	0.6794	NPC315276
Remote Similarity	0.6794	NPC285926
Remote Similarity	0.6739	NPC305717
Remote Similarity	0.672	NPC473418
Remote Similarity	0.6694	NPC471317
Remote Similarity	0.6694	NPC164859
Remote Similarity	0.6667	NPC71684
Remote Similarity	0.6667	NPC45033
Remote Similarity	0.6667	NPC256452
Remote Similarity	0.6643	NPC314431
Remote Similarity	0.6642	NPC222466
Remote Similarity	0.6642	NPC22746
Remote Similarity	0.6641	NPC113099
Remote Similarity	0.6617	NPC470545
Remote Similarity	0.6615	NPC474584
Remote Similarity	0.6594	NPC101719
Remote Similarity	0.6593	NPC200964
Remote Similarity	0.6587	NPC67043
Remote Similarity	0.6569	NPC175726
Remote Similarity	0.6569	NPC474082
Remote Similarity	0.6567	NPC470546
Remote Similarity	0.6567	NPC220698
Remote Similarity	0.6541	NPC470544
Remote Similarity	0.6538	NPC329011
Remote Similarity	0.6535	NPC327481
Remote Similarity	0.6525	NPC472245
Remote Similarity	0.6519	NPC113056
Remote Similarity	0.6519	NPC138293
Remote Similarity	0.6512	NPC158854
Remote Similarity	0.6504	NPC322598
Remote Similarity	0.6496	NPC305602
Remote Similarity	0.6496	NPC17497
Remote Similarity	0.6475	NPC474847
Remote Similarity	0.6466	NPC188010
Remote Similarity	0.6454	NPC473322
Remote Similarity	0.6452	NPC12730
Remote Similarity	0.6433	NPC154478
Remote Similarity	0.6429	NPC477937
Remote Similarity	0.6429	NPC119326
Remote Similarity	0.6423	NPC472788
Remote Similarity	0.6423	NPC122493
Remote Similarity	0.6423	NPC311242
Remote Similarity	0.6423	NPC324569
Remote Similarity	0.6423	NPC293628
Remote Similarity	0.6423	NPC10781
Remote Similarity	0.6423	NPC240042
Remote Similarity	0.641	NPC84317
Remote Similarity	0.6406	NPC130898
Remote Similarity	0.6406	NPC474973
Remote Similarity	0.6406	NPC474804
Remote Similarity	0.6406	NPC473498
Remote Similarity	0.6377	NPC291027
Remote Similarity	0.6377	NPC26285
Remote Similarity	0.6377	NPC213126
Remote Similarity	0.6377	NPC317474
Remote Similarity	0.6377	NPC84281
Remote Similarity	0.6377	NPC169485
Remote Similarity	0.6372	NPC300205
Remote Similarity	0.6364	NPC255447
Remote Similarity	0.6358	NPC472118
Remote Similarity	0.6356	NPC69057
Remote Similarity	0.6351	NPC472243
Remote Similarity	0.635	NPC478014
Remote Similarity	0.635	NPC478015
Remote Similarity	0.635	NPC478016
Remote Similarity	0.635	NPC302169
Remote Similarity	0.6345	NPC474473
Remote Similarity	0.6343	NPC197470
Remote Similarity	0.6339	NPC245966
Remote Similarity	0.6338	NPC150863
Remote Similarity	0.6338	NPC116057
Remote Similarity	0.6338	NPC469666
Remote Similarity	0.6331	NPC35996
Remote Similarity	0.6328	NPC143516
Remote Similarity	0.6327	NPC122553
Remote Similarity	0.6316	NPC164086
Remote Similarity	0.6316	NPC71664
Remote Similarity	0.6316	NPC478039
Remote Similarity	0.6309	NPC316202
Remote Similarity	0.6308	NPC473676
Remote Similarity	0.6303	NPC477704
Remote Similarity	0.6303	NPC477693
Remote Similarity	0.6294	NPC69496
Remote Similarity	0.6294	NPC280807
Remote Similarity	0.6294	NPC200589
Remote Similarity	0.6293	NPC273758
Remote Similarity	0.6291	NPC473804
Remote Similarity	0.6284	NPC153007
Remote Similarity	0.6283	NPC2785
Remote Similarity	0.6283	NPC285470
Remote Similarity	0.6283	NPC36342
Remote Similarity	0.6281	NPC226438
Remote Similarity	0.6277	NPC226143
Remote Similarity	0.6277	NPC177684
Remote Similarity	0.6277	NPC291962
Remote Similarity	0.6261	NPC273033
Remote Similarity	0.6261	NPC12936
Remote Similarity	0.626	NPC303045
Remote Similarity	0.626	NPC161972
Remote Similarity	0.625	NPC169328
Remote Similarity	0.625	NPC119569
Remote Similarity	0.6233	NPC248283
Remote Similarity	0.6232	NPC112373
Remote Similarity	0.6232	NPC258531
Remote Similarity	0.6232	NPC161956
Remote Similarity	0.6231	NPC55529
Remote Similarity	0.6228	NPC139901
Remote Similarity	0.6228	NPC151405
Remote Similarity	0.6225	NPC314287
Remote Similarity	0.6218	NPC471638
Remote Similarity	0.6216	NPC132636
Remote Similarity	0.6214	NPC6975
Remote Similarity	0.621	NPC25565
Remote Similarity	0.6204	NPC314992
Remote Similarity	0.6204	NPC310467
Remote Similarity	0.6202	NPC476198
Remote Similarity	0.6198	NPC172128
Remote Similarity	0.6197	NPC322433
Remote Similarity	0.6197	NPC65310
Remote Similarity	0.6187	NPC257490
Remote Similarity	0.6186	NPC123476
Remote Similarity	0.6184	NPC314114
Remote Similarity	0.6181	NPC179224
Remote Similarity	0.6179	NPC471309
Remote Similarity	0.6179	NPC34243
Remote Similarity	0.6174	NPC239762
Remote Similarity	0.6174	NPC190567
Remote Similarity	0.6174	NPC163392
Remote Similarity	0.6172	NPC247976
Remote Similarity	0.6169	NPC476444
Remote Similarity	0.6164	NPC233910
Remote Similarity	0.6164	NPC245836
Remote Similarity	0.616	NPC473501
Remote Similarity	0.616	NPC475439
Remote Similarity	0.6159	NPC52748
Remote Similarity	0.6159	NPC472241
Remote Similarity	0.6154	NPC58827
Remote Similarity	0.6154	NPC473341
Remote Similarity	0.6154	NPC215008
Remote Similarity	0.6154	NPC471447
Remote Similarity	0.6154	NPC307437
Remote Similarity	0.6154	NPC72473
Remote Similarity	0.6148	NPC471318
Remote Similarity	0.6148	NPC284475
Remote Similarity	0.6148	NPC110704
Remote Similarity	0.6148	NPC245259
Remote Similarity	0.6143	NPC268534
Remote Similarity	0.6138	NPC316746
Remote Similarity	0.6138	NPC157311
Remote Similarity	0.6138	NPC126458
Remote Similarity	0.6136	NPC65855
Remote Similarity	0.6136	NPC292758
Remote Similarity	0.6129	NPC260233
Remote Similarity	0.6127	NPC472244
Remote Similarity	0.6127	NPC79698
Remote Similarity	0.6127	NPC470343
Remote Similarity	0.6124	NPC329282
Remote Similarity	0.6124	NPC275467
Remote Similarity	0.6121	NPC145053
Remote Similarity	0.6121	NPC73978
Remote Similarity	0.6118	NPC477217
Remote Similarity	0.6118	NPC201244
Remote Similarity	0.6115	NPC179605
Remote Similarity	0.6115	NPC279385
Remote Similarity	0.6111	NPC472413
Remote Similarity	0.6108	NPC471743
Remote Similarity	0.6107	NPC77992
Remote Similarity	0.6104	NPC324445
Remote Similarity	0.6098	NPC323164
Remote Similarity	0.6098	NPC188844
Remote Similarity	0.6098	NPC1682
Remote Similarity	0.6098	NPC153885
Remote Similarity	0.6098	NPC155232
Remote Similarity	0.6098	NPC59677
Remote Similarity	0.6096	NPC473962
Remote Similarity	0.6096	NPC8761
Remote Similarity	0.6096	NPC44805
Remote Similarity	0.6096	NPC257390
Remote Similarity	0.6094	NPC329375
Remote Similarity	0.6083	NPC43945
Remote Similarity	0.6083	NPC194326
Remote Similarity	0.6078	NPC314186
Remote Similarity	0.6078	NPC136002
Remote Similarity	0.6071	NPC103292
Remote Similarity	0.6071	NPC314192
Remote Similarity	0.6071	NPC202521

Drug Structure

NPD4733 OpenBabel08211705272D 29 31 0 0 0 0 0 0 0 0999 V2000 2.5085 3.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2156 3.1907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5426 3.6390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9568 2.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2838 2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5254 0.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.3949 -0.6002 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9909 1.9659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4493 0.7739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1882 -1.2090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2426 0.1652 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 19 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 15 1 0 0 0 0 10 21 1 0 0 0 0 11 16 1 0 0 0 0 11 21 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 24 1 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 26 2 0 0 0 0 20 21 1 0 0 0 0 20 23 2 0 0 0 0 20 27 1 0 0 0 0 21 25 1 0 0 0 0 23 28 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011879
DrugBank	DB09286
ChEMBL	CHEMBL440294
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02622
PubChem CID	4830
ChEBI	78549
CAS Number	1893-33-0

Drug Properties

Molecular Weight	375.23
ALogP	-1.7594
MLogP	3.11
XLogP	3.099
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	67.63
RO5 Violation	0