NPASS drugs

Drug Information

Drug ID:	NPD5892
Drug Name:	Sertindole
Molecular Formula:	C24H26ClFN4O
Canonical SMILES:	Clc1ccc2c(c1)c(cn2c1ccc(cc1)F)C1CCN(CC1)CCN1CCN=C1O
Standard InCHI:	InChI=1S/C24H26ClFN4O/c25-18-1-6-23-21(15-18)22(16-30(23)20-4-2-19(26)3-5-20)17-7-10-28(11-8-17)13-14-29-12-9-27-24(29)31/h1-6,15-17H,7-14H2,(H,27,31)
Standard InCHIKey:	GZKLJWGUPQBVJQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5892

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	720
0.1-0.2	7259
0.2-0.3	15754
0.3-0.4	3748
0.4-0.5	1405
0.5-0.6	1294
0.6-0.7	619
0.7-0.8	90
0.8-0.85	1
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	0.8393	NPC477591
Intermediate Similarity	0.7747	NPC314919
Intermediate Similarity	0.7711	NPC32002
Intermediate Similarity	0.7711	NPC315348
Intermediate Similarity	0.7619	NPC314058
Intermediate Similarity	0.7619	NPC316018
Intermediate Similarity	0.7616	NPC40070
Intermediate Similarity	0.7602	NPC470111
Intermediate Similarity	0.759	NPC314102
Intermediate Similarity	0.759	NPC251722
Intermediate Similarity	0.7526	NPC316359
Intermediate Similarity	0.7526	NPC315617
Intermediate Similarity	0.7472	NPC225018
Intermediate Similarity	0.7472	NPC478185
Intermediate Similarity	0.7472	NPC470203
Intermediate Similarity	0.7471	NPC470233
Intermediate Similarity	0.7444	NPC49217
Intermediate Similarity	0.743	NPC478182
Intermediate Similarity	0.7416	NPC470204
Intermediate Similarity	0.7381	NPC150259
Intermediate Similarity	0.736	NPC293487
Intermediate Similarity	0.7345	NPC476464
Intermediate Similarity	0.733	NPC325903
Intermediate Similarity	0.7318	NPC122141
Intermediate Similarity	0.7303	NPC129721
Intermediate Similarity	0.7267	NPC20144
Intermediate Similarity	0.7263	NPC135141
Intermediate Similarity	0.7263	NPC92796
Intermediate Similarity	0.7253	NPC478183
Intermediate Similarity	0.7247	NPC51054
Intermediate Similarity	0.7243	NPC317054
Intermediate Similarity	0.7241	NPC63545
Intermediate Similarity	0.7238	NPC478184
Intermediate Similarity	0.7216	NPC53947
Intermediate Similarity	0.7209	NPC476454
Intermediate Similarity	0.7204	NPC280852
Intermediate Similarity	0.72	NPC201380
Intermediate Similarity	0.72	NPC469811
Intermediate Similarity	0.72	NPC179787
Intermediate Similarity	0.7196	NPC83381
Intermediate Similarity	0.7193	NPC104483
Intermediate Similarity	0.7184	NPC314372
Intermediate Similarity	0.7174	NPC116961
Intermediate Similarity	0.7168	NPC190296
Intermediate Similarity	0.7167	NPC56765
Intermediate Similarity	0.7159	NPC321911
Intermediate Similarity	0.7158	NPC56233
Intermediate Similarity	0.7151	NPC469938
Intermediate Similarity	0.7143	NPC288838
Intermediate Similarity	0.7143	NPC143872
Intermediate Similarity	0.7143	NPC317105
Intermediate Similarity	0.7135	NPC169433
Intermediate Similarity	0.7119	NPC24678
Intermediate Similarity	0.7119	NPC105818
Intermediate Similarity	0.7117	NPC46358
Intermediate Similarity	0.7111	NPC216643
Intermediate Similarity	0.7093	NPC73767
Intermediate Similarity	0.709	NPC16659
Intermediate Similarity	0.7086	NPC204141
Intermediate Similarity	0.7086	NPC159856
Intermediate Similarity	0.7081	NPC194411
Intermediate Similarity	0.7081	NPC91895
Intermediate Similarity	0.7081	NPC32534
Intermediate Similarity	0.7068	NPC108011
Intermediate Similarity	0.7052	NPC469768
Intermediate Similarity	0.7052	NPC469767
Intermediate Similarity	0.7052	NPC469780
Intermediate Similarity	0.7052	NPC469783
Intermediate Similarity	0.7052	NPC469784
Intermediate Similarity	0.7052	NPC469779
Intermediate Similarity	0.7052	NPC469761
Intermediate Similarity	0.7039	NPC25008
Intermediate Similarity	0.7039	NPC259644
Intermediate Similarity	0.7039	NPC469786
Intermediate Similarity	0.7039	NPC469760
Intermediate Similarity	0.7039	NPC469763
Intermediate Similarity	0.7039	NPC469765
Intermediate Similarity	0.7039	NPC73952
Intermediate Similarity	0.7037	NPC265710
Intermediate Similarity	0.7027	NPC63751
Intermediate Similarity	0.7018	NPC96102
Intermediate Similarity	0.7017	NPC236711
Intermediate Similarity	0.7011	NPC469766
Intermediate Similarity	0.7006	NPC471957
Intermediate Similarity	0.7	NPC80597
Intermediate Similarity	0.7	NPC75540
Intermediate Similarity	0.7	NPC24864
Intermediate Similarity	0.7	NPC212376
Intermediate Similarity	0.7	NPC211572
Intermediate Similarity	0.7	NPC476219
Intermediate Similarity	0.7	NPC70922
Remote Similarity	0.6994	NPC88097
Remote Similarity	0.6994	NPC110126
Remote Similarity	0.6984	NPC59269
Remote Similarity	0.6978	NPC206819
Remote Similarity	0.6978	NPC474880
Remote Similarity	0.6978	NPC475990
Remote Similarity	0.6978	NPC221786
Remote Similarity	0.6978	NPC318065
Remote Similarity	0.6977	NPC84911
Remote Similarity	0.6977	NPC105127
Remote Similarity	0.6977	NPC471312
Remote Similarity	0.6968	NPC275305
Remote Similarity	0.6968	NPC37423
Remote Similarity	0.6963	NPC307191
Remote Similarity	0.6961	NPC469785
Remote Similarity	0.6959	NPC198988
Remote Similarity	0.6943	NPC15102
Remote Similarity	0.694	NPC44773
Remote Similarity	0.694	NPC229173
Remote Similarity	0.694	NPC215584
Remote Similarity	0.6923	NPC286427
Remote Similarity	0.6923	NPC469762
Remote Similarity	0.6919	NPC261195
Remote Similarity	0.6919	NPC29886
Remote Similarity	0.6907	NPC94752
Remote Similarity	0.6906	NPC476297
Remote Similarity	0.6898	NPC97343
Remote Similarity	0.6895	NPC240088
Remote Similarity	0.6895	NPC68354
Remote Similarity	0.6895	NPC473380
Remote Similarity	0.6893	NPC469525
Remote Similarity	0.6893	NPC285731
Remote Similarity	0.6891	NPC472294
Remote Similarity	0.6889	NPC216713
Remote Similarity	0.6885	NPC41257
Remote Similarity	0.6882	NPC474561
Remote Similarity	0.6882	NPC49954
Remote Similarity	0.6882	NPC160105
Remote Similarity	0.6882	NPC256893
Remote Similarity	0.6865	NPC90723
Remote Similarity	0.6859	NPC176199
Remote Similarity	0.6859	NPC12649
Remote Similarity	0.6859	NPC215795
Remote Similarity	0.6857	NPC59084
Remote Similarity	0.6857	NPC279081
Remote Similarity	0.6851	NPC200214
Remote Similarity	0.6848	NPC81229
Remote Similarity	0.6848	NPC255229
Remote Similarity	0.6845	NPC201700
Remote Similarity	0.6839	NPC471609
Remote Similarity	0.6828	NPC2165
Remote Similarity	0.6828	NPC195507
Remote Similarity	0.6821	NPC325252
Remote Similarity	0.6818	NPC63157
Remote Similarity	0.6818	NPC473868
Remote Similarity	0.681	NPC91958
Remote Similarity	0.681	NPC54102
Remote Similarity	0.681	NPC162689
Remote Similarity	0.6806	NPC326575
Remote Similarity	0.68	NPC316811
Remote Similarity	0.6798	NPC86288
Remote Similarity	0.6798	NPC470440
Remote Similarity	0.6789	NPC471579
Remote Similarity	0.6784	NPC471322
Remote Similarity	0.6784	NPC82295
Remote Similarity	0.6776	NPC115049
Remote Similarity	0.6774	NPC311276
Remote Similarity	0.6772	NPC82331
Remote Similarity	0.6771	NPC248462
Remote Similarity	0.6769	NPC99939
Remote Similarity	0.6769	NPC308931
Remote Similarity	0.6768	NPC117244
Remote Similarity	0.6768	NPC473763
Remote Similarity	0.6761	NPC230002
Remote Similarity	0.6761	NPC2949
Remote Similarity	0.676	NPC478186
Remote Similarity	0.6757	NPC279918
Remote Similarity	0.6755	NPC317430
Remote Similarity	0.6754	NPC150048
Remote Similarity	0.6754	NPC203754
Remote Similarity	0.6754	NPC474958
Remote Similarity	0.6754	NPC472122
Remote Similarity	0.6754	NPC24594
Remote Similarity	0.6748	NPC297486
Remote Similarity	0.6748	NPC240136
Remote Similarity	0.6748	NPC471402
Remote Similarity	0.674	NPC33421
Remote Similarity	0.6738	NPC274229
Remote Similarity	0.6737	NPC314603
Remote Similarity	0.6737	NPC477611
Remote Similarity	0.6733	NPC265576
Remote Similarity	0.6733	NPC474916
Remote Similarity	0.6725	NPC69914
Remote Similarity	0.6722	NPC21605
Remote Similarity	0.672	NPC474897
Remote Similarity	0.672	NPC282231
Remote Similarity	0.672	NPC194881
Remote Similarity	0.6719	NPC151939
Remote Similarity	0.6718	NPC228835
Remote Similarity	0.6717	NPC95783
Remote Similarity	0.6717	NPC231536
Remote Similarity	0.6703	NPC6436
Remote Similarity	0.6687	NPC265605
Remote Similarity	0.6687	NPC48564
Remote Similarity	0.6687	NPC182570
Remote Similarity	0.6686	NPC101165
Remote Similarity	0.6686	NPC125746
Remote Similarity	0.6684	NPC163421
Remote Similarity	0.6684	NPC188387

Drug Structure

NPD5892 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 -3.7558 -4.7918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9904 -2.2953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6303 -3.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0122 -2.0874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6521 -3.7816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6218 -4.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 -0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 -1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8897 -3.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9582 -1.7091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 -1.0705 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.8897 -4.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2994 -3.2464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3431 -2.8305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7558 -2.7918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9637 -1.8136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6218 -3.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0237 -4.7918 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -9.2775 -3.4543 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 0.4158 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 -5.3649 -2.6226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 0.2788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 -0.1280 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 18 1 0 0 0 0 2 4 1 0 0 0 0 2 19 2 0 0 0 0 3 5 2 0 0 0 0 3 19 1 0 0 0 0 4 20 2 0 0 0 0 5 20 1 0 0 0 0 6 23 1 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 11 1 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 27 1 0 0 0 0 10 28 1 0 0 0 0 11 28 1 0 0 0 0 12 29 1 0 0 0 0 13 14 1 0 0 0 0 13 28 1 0 0 0 0 14 29 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 22 2 0 0 0 0 16 30 1 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 23 30 1 0 0 0 0 24 27 2 0 0 0 0 24 29 1 0 0 0 0 24 31 1 0 0 0 0 31 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000832
DrugBank	DB06144
ChEMBL	CHEMBL12713
IUPHAR/BPS	98
PharmaGKB	PA164784002
KEGG Drug	D00561
PubChem CID	60149
ChEBI	9122
CAS Number	106516-24-9

Drug Properties

Molecular Weight	440.18
ALogP	0.1392
MLogP	3.33
XLogP	5.438
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	43.48
RO5 Violation	1