NPASS drugs

Drug Information

Drug ID:	NPD5589
Drug Name:	Flupentixol
Molecular Formula:	C23H27F3N2OS
Canonical SMILES:	OCCN1CCN(CC1)CCC=C1C2C=C(C=CC2Sc2c1cccc2)C(F)(F)F
Standard InCHI:	InChI=1S/C23H27F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,20,22,29H,3,9-15H2
Standard InCHIKey:	DTTVNHWDONBIKE-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5589

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	105
0.1-0.2	1291
0.2-0.3	8478
0.3-0.4	16426
0.4-0.5	4199
0.5-0.6	385
0.6-0.7	6
0.7-0.8	0
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
Remote Similarity	0.6641	NPC302169
Remote Similarity	0.6331	NPC473417
Remote Similarity	0.6267	NPC321617
Remote Similarity	0.6134	NPC473661
Remote Similarity	0.6047	NPC292758
Remote Similarity	0.6047	NPC65855
Remote Similarity	0.5913	NPC474088
Remote Similarity	0.5874	NPC300315
Remote Similarity	0.587	NPC314192
Remote Similarity	0.5859	NPC473418
Remote Similarity	0.5847	NPC305602
Remote Similarity	0.5847	NPC53492
Remote Similarity	0.5847	NPC17497
Remote Similarity	0.5828	NPC471680
Remote Similarity	0.5826	NPC14326
Remote Similarity	0.5794	NPC469457
Remote Similarity	0.5794	NPC214200
Remote Similarity	0.5794	NPC228400
Remote Similarity	0.5789	NPC475573
Remote Similarity	0.5789	NPC475289
Remote Similarity	0.5785	NPC470926
Remote Similarity	0.5763	NPC148231
Remote Similarity	0.576	NPC120203
Remote Similarity	0.5745	NPC307020
Remote Similarity	0.5741	NPC5324
Remote Similarity	0.5739	NPC231986
Remote Similarity	0.5714	NPC475013
Remote Similarity	0.5705	NPC89489
Remote Similarity	0.5701	NPC52330
Remote Similarity	0.5694	NPC40488
Remote Similarity	0.5691	NPC300455
Remote Similarity	0.5683	NPC476990
Remote Similarity	0.5678	NPC3210
Remote Similarity	0.5669	NPC316797
Remote Similarity	0.5659	NPC469974
Remote Similarity	0.5652	NPC184030
Remote Similarity	0.5652	NPC164449
Remote Similarity	0.5643	NPC202521
Remote Similarity	0.5641	NPC104070
Remote Similarity	0.563	NPC476048
Remote Similarity	0.563	NPC203076
Remote Similarity	0.562	NPC470544
Remote Similarity	0.5615	NPC167336
Remote Similarity	0.5613	NPC105717
Remote Similarity	0.5603	NPC252878
Remote Similarity	0.56	NPC317400

Drug Structure

NPD5589 OpenBabel08211708292D 31 34 0 0 1 0 0 0 0 0999 V2000 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 -0.8660 -2.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 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 -2.5981 1.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 3 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 -0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 2.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 6 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 19 2 0 0 0 0 5 18 2 3 0 0 0 6 21 2 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 22 1 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 15 1 0 0 0 0 14 28 1 0 0 0 0 15 29 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 30 1 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000026
DrugBank	DB00875
ChEMBL	CHEMBL54661
IUPHAR/BPS
PharmaGKB	PA10268
KEGG Drug	D01044
PubChem CID
ChEBI	10454
CAS Number	2709-56-0

Drug Properties

Molecular Weight	436.18
ALogP	1.9755
MLogP	3.22
XLogP	3.172
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	52.01
RO5 Violation	0