NPASS drugs

Drug Information

Drug ID:	NPD4489
Drug Name:	Trifluoperazine Hydrochloride
Molecular Formula:	C21H24F3N3S.ClH
Canonical SMILES:	CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(F)(F)F.Cl
Standard InCHI:	InChI=1S/C21H24F3N3S.ClH/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24;/h2-3,5-8,15H,4,9-14H2,1H3;1H
Standard InCHIKey:	RIULCFSTKRDHBX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4489

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	625
0.1-0.2	7505
0.2-0.3	12887
0.3-0.4	6746
0.4-0.5	2568
0.5-0.6	529
0.6-0.7	27
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC473417
Intermediate Similarity	0.7623	NPC291610
Intermediate Similarity	0.736	NPC328877
Remote Similarity	0.6957	NPC475915
Remote Similarity	0.671	NPC321617
Remote Similarity	0.6618	NPC296163
Remote Similarity	0.6597	NPC252794
Remote Similarity	0.6547	NPC192209
Remote Similarity	0.6547	NPC313449
Remote Similarity	0.6418	NPC79618
Remote Similarity	0.6418	NPC434
Remote Similarity	0.6377	NPC187036
Remote Similarity	0.637	NPC302790
Remote Similarity	0.6286	NPC288232
Remote Similarity	0.6242	NPC320863
Remote Similarity	0.622	NPC470926
Remote Similarity	0.6174	NPC328590
Remote Similarity	0.617	NPC218710
Remote Similarity	0.6154	NPC264580
Remote Similarity	0.6139	NPC20144
Remote Similarity	0.6133	NPC9856
Remote Similarity	0.6107	NPC476950
Remote Similarity	0.6076	NPC88121
Remote Similarity	0.6062	NPC469735
Remote Similarity	0.6053	NPC66699
Remote Similarity	0.6045	NPC239854
Remote Similarity	0.6	NPC476140
Remote Similarity	0.6	NPC229477
Remote Similarity	0.6	NPC175916
Remote Similarity	0.6	NPC226143
Remote Similarity	0.5988	NPC109787
Remote Similarity	0.5974	NPC313352
Remote Similarity	0.5959	NPC124636
Remote Similarity	0.5949	NPC470301
Remote Similarity	0.5949	NPC88097
Remote Similarity	0.5948	NPC53044
Remote Similarity	0.5939	NPC161108
Remote Similarity	0.5928	NPC193370
Remote Similarity	0.5924	NPC314102
Remote Similarity	0.5924	NPC251722
Remote Similarity	0.5918	NPC257490
Remote Similarity	0.5915	NPC40070
Remote Similarity	0.5915	NPC206592
Remote Similarity	0.5903	NPC313673
Remote Similarity	0.5899	NPC164802
Remote Similarity	0.5897	NPC471123
Remote Similarity	0.5894	NPC145754
Remote Similarity	0.5867	NPC476322
Remote Similarity	0.5849	NPC22082
Remote Similarity	0.5849	NPC186284
Remote Similarity	0.584	NPC104070
Remote Similarity	0.5833	NPC329430
Remote Similarity	0.5833	NPC469897
Remote Similarity	0.5828	NPC469740
Remote Similarity	0.5823	NPC469560
Remote Similarity	0.5822	NPC81561
Remote Similarity	0.5816	NPC471741
Remote Similarity	0.5814	NPC173991
Remote Similarity	0.5808	NPC476219
Remote Similarity	0.5802	NPC108800
Remote Similarity	0.5799	NPC474880
Remote Similarity	0.5799	NPC221786
Remote Similarity	0.5799	NPC475990
Remote Similarity	0.5796	NPC198988
Remote Similarity	0.5793	NPC21605
Remote Similarity	0.5789	NPC478079
Remote Similarity	0.5786	NPC130251
Remote Similarity	0.5785	NPC271642
Remote Similarity	0.5783	NPC470233
Remote Similarity	0.5782	NPC291962
Remote Similarity	0.5782	NPC177684
Remote Similarity	0.5782	NPC54102
Remote Similarity	0.5782	NPC162689
Remote Similarity	0.5779	NPC476131
Remote Similarity	0.5769	NPC191444
Remote Similarity	0.5769	NPC184437
Remote Similarity	0.5765	NPC229173
Remote Similarity	0.5762	NPC122718
Remote Similarity	0.5756	NPC195507
Remote Similarity	0.5756	NPC2165
Remote Similarity	0.5753	NPC148140
Remote Similarity	0.5744	NPC147810
Remote Similarity	0.5743	NPC112373
Remote Similarity	0.5743	NPC161956
Remote Similarity	0.5743	NPC258531
Remote Similarity	0.5742	NPC282398
Remote Similarity	0.5742	NPC69914
Remote Similarity	0.5729	NPC173344
Remote Similarity	0.5723	NPC148592
Remote Similarity	0.5723	NPC33421
Remote Similarity	0.5714	NPC134825
Remote Similarity	0.5714	NPC59084
Remote Similarity	0.5714	NPC318183
Remote Similarity	0.5702	NPC98976
Remote Similarity	0.57	NPC149014
Remote Similarity	0.5696	NPC325599
Remote Similarity	0.5692	NPC176858
Remote Similarity	0.5683	NPC474695
Remote Similarity	0.5679	NPC473868
Remote Similarity	0.5679	NPC63157
Remote Similarity	0.5673	NPC81229
Remote Similarity	0.5673	NPC255229
Remote Similarity	0.5671	NPC264589
Remote Similarity	0.5669	NPC169016
Remote Similarity	0.5667	NPC265605
Remote Similarity	0.5667	NPC182570
Remote Similarity	0.5667	NPC268534
Remote Similarity	0.5667	NPC48564
Remote Similarity	0.566	NPC325252
Remote Similarity	0.5659	NPC262295
Remote Similarity	0.5655	NPC478076
Remote Similarity	0.5654	NPC469308
Remote Similarity	0.5652	NPC104483
Remote Similarity	0.5647	NPC316910
Remote Similarity	0.5644	NPC77022
Remote Similarity	0.564	NPC194881
Remote Similarity	0.564	NPC469741
Remote Similarity	0.5633	NPC300299
Remote Similarity	0.5629	NPC329825
Remote Similarity	0.5629	NPC66936
Remote Similarity	0.5621	NPC166424
Remote Similarity	0.5621	NPC273714
Remote Similarity	0.5621	NPC146373
Remote Similarity	0.5621	NPC245244
Remote Similarity	0.5617	NPC2949
Remote Similarity	0.5616	NPC216221
Remote Similarity	0.5615	NPC297532
Remote Similarity	0.5608	NPC471402
Remote Similarity	0.5608	NPC240136
Remote Similarity	0.5608	NPC297486
Remote Similarity	0.5603	NPC20322
Remote Similarity	0.56	NPC215519

Drug Structure

NPD4489 OpenBabel08211705262D 29 31 0 0 0 0 0 0 0 0999 V2000 8.4282 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -6.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -7.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -5.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -6.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9641 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -5.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -3.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -2.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -4.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -5.3660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.4380 -2.5613 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 9 1 0 0 0 0 4 10 1 0 0 0 0 5 17 2 0 0 0 0 6 19 2 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 20 1 0 0 0 0 9 26 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 17 27 1 0 0 0 0 18 20 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 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	407.16
ALogP	1.6122
MLogP	3
XLogP	5.118
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	35.02
RO5 Violation	1