NPASS drugs

Drug Information

Drug ID:	NPD5549
Drug Name:	Flupentixol
Molecular Formula:	C23H25F3N2OS
Canonical SMILES:	OCCN1CCN(CC1)CC/C=C1/c2ccccc2Sc2c1cc(cc2)C(F)(F)F
Standard InCHI:	InChI=1S/C23H25F3N2OS/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/h1-2,4-8,16,29H,3,9-15H2/b18-5-
Standard InCHIKey:	NJMYODHXAKYRHW-DVZOWYKESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5549

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	111
0.1-0.2	1402
0.2-0.3	9000
0.3-0.4	15057
0.4-0.5	4944
0.5-0.6	370
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	0.6715	NPC473417
Remote Similarity	0.6418	NPC302169
Remote Similarity	0.64	NPC321617
Remote Similarity	0.6202	NPC65855
Remote Similarity	0.6202	NPC292758
Remote Similarity	0.6016	NPC473418
Remote Similarity	0.595	NPC470926
Remote Similarity	0.5932	NPC148231
Remote Similarity	0.5906	NPC239854
Remote Similarity	0.5899	NPC314192
Remote Similarity	0.5827	NPC316797
Remote Similarity	0.5826	NPC164449
Remote Similarity	0.5826	NPC184030
Remote Similarity	0.5798	NPC203076
Remote Similarity	0.5775	NPC307020
Remote Similarity	0.5772	NPC473661
Remote Similarity	0.5769	NPC167336
Remote Similarity	0.576	NPC317400
Remote Similarity	0.575	NPC17497
Remote Similarity	0.575	NPC305602
Remote Similarity	0.5738	NPC172128
Remote Similarity	0.5726	NPC73637
Remote Similarity	0.5726	NPC121478
Remote Similarity	0.5724	NPC40488
Remote Similarity	0.5714	NPC311242
Remote Similarity	0.5703	NPC214200
Remote Similarity	0.5703	NPC228400
Remote Similarity	0.5683	NPC220698
Remote Similarity	0.568	NPC329430
Remote Similarity	0.5678	NPC474088
Remote Similarity	0.5652	NPC470544
Remote Similarity	0.5641	NPC231986
Remote Similarity	0.5636	NPC5324
Remote Similarity	0.563	NPC133162
Remote Similarity	0.5612	NPC470545
Remote Similarity	0.5606	NPC45033

Drug Structure

NPD5549 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 -2.5981 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 -2.5981 -2.5000 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 -0.8660 1.5000 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 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 -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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 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 0 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 2 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
DrugBank
ChEMBL
IUPHAR/BPS	948
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	434.16
ALogP	1.3202
MLogP	3.22
XLogP	4.908
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	52.01
RO5 Violation	0