NPASS drugs

Drug Information

Drug ID:	NPD4468
Drug Name:	Periciazine
Molecular Formula:	C21H23N3OS
Canonical SMILES:	N#Cc1ccc2c(c1)N(CCCN1CCC(CC1)O)c1c(S2)cccc1
Standard InCHI:	InChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2
Standard InCHIKey:	LUALIOATIOESLM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4468

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	194
0.1-0.2	2280
0.2-0.3	11994
0.3-0.4	12004
0.4-0.5	3681
0.5-0.6	722
0.6-0.7	14
0.7-0.8	0
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	0.8261	NPC473417
Remote Similarity	0.6918	NPC321617
Remote Similarity	0.6917	NPC291610
Remote Similarity	0.6815	NPC328877
Remote Similarity	0.6273	NPC470301
Remote Similarity	0.6273	NPC22082
Remote Similarity	0.6273	NPC186284
Remote Similarity	0.6267	NPC475915
Remote Similarity	0.6203	NPC313352
Remote Similarity	0.6184	NPC328683
Remote Similarity	0.6184	NPC283130
Remote Similarity	0.6182	NPC264589
Remote Similarity	0.6065	NPC252794
Remote Similarity	0.6026	NPC476950
Remote Similarity	0.6	NPC313449
Remote Similarity	0.5987	NPC328590
Remote Similarity	0.5972	NPC79618
Remote Similarity	0.5972	NPC434
Remote Similarity	0.5966	NPC472106
Remote Similarity	0.5943	NPC472120
Remote Similarity	0.5943	NPC472101
Remote Similarity	0.5939	NPC175916
Remote Similarity	0.5931	NPC302790
Remote Similarity	0.5928	NPC470824
Remote Similarity	0.5921	NPC226143
Remote Similarity	0.592	NPC471741
Remote Similarity	0.5909	NPC66699
Remote Similarity	0.5901	NPC184437
Remote Similarity	0.5893	NPC472100
Remote Similarity	0.5871	NPC193370
Remote Similarity	0.5867	NPC218710
Remote Similarity	0.5848	NPC475763
Remote Similarity	0.5844	NPC257490
Remote Similarity	0.5839	NPC187036
Remote Similarity	0.5839	NPC296163
Remote Similarity	0.5824	NPC109787
Remote Similarity	0.5824	NPC24594
Remote Similarity	0.5824	NPC472122
Remote Similarity	0.5823	NPC478079
Remote Similarity	0.5821	NPC124636
Remote Similarity	0.5819	NPC328270
Remote Similarity	0.5818	NPC243162
Remote Similarity	0.5805	NPC477157
Remote Similarity	0.5805	NPC477156
Remote Similarity	0.5801	NPC473880
Remote Similarity	0.5792	NPC326575
Remote Similarity	0.5789	NPC192209
Remote Similarity	0.5782	NPC65855
Remote Similarity	0.5782	NPC292758
Remote Similarity	0.5774	NPC320863
Remote Similarity	0.5774	NPC311330
Remote Similarity	0.5769	NPC189812
Remote Similarity	0.5769	NPC329688
Remote Similarity	0.5765	NPC212799
Remote Similarity	0.5763	NPC472117
Remote Similarity	0.5762	NPC288232
Remote Similarity	0.5761	NPC133261
Remote Similarity	0.575	NPC226662
Remote Similarity	0.5742	NPC314192
Remote Similarity	0.5741	NPC256893
Remote Similarity	0.574	NPC116519
Remote Similarity	0.5738	NPC203754
Remote Similarity	0.5738	NPC150048
Remote Similarity	0.5732	NPC471123
Remote Similarity	0.573	NPC472105
Remote Similarity	0.573	NPC187827
Remote Similarity	0.5714	NPC291962
Remote Similarity	0.5714	NPC472123
Remote Similarity	0.5714	NPC94167
Remote Similarity	0.5714	NPC177684
Remote Similarity	0.5714	NPC172937
Remote Similarity	0.5706	NPC309531
Remote Similarity	0.5706	NPC472102
Remote Similarity	0.5705	NPC268534
Remote Similarity	0.5698	NPC475420
Remote Similarity	0.5691	NPC472118
Remote Similarity	0.5683	NPC475097
Remote Similarity	0.5679	NPC53044
Remote Similarity	0.5677	NPC161956
Remote Similarity	0.5677	NPC258531
Remote Similarity	0.5677	NPC112373
Remote Similarity	0.5674	NPC85651
Remote Similarity	0.5668	NPC19679
Remote Similarity	0.5668	NPC472108
Remote Similarity	0.5668	NPC472110
Remote Similarity	0.5668	NPC472109
Remote Similarity	0.5668	NPC139291
Remote Similarity	0.5665	NPC154602
Remote Similarity	0.5663	NPC469560
Remote Similarity	0.5652	NPC149014
Remote Similarity	0.5652	NPC476441
Remote Similarity	0.5652	NPC470926
Remote Similarity	0.5649	NPC264580
Remote Similarity	0.5635	NPC317430
Remote Similarity	0.5629	NPC57051
Remote Similarity	0.5629	NPC130251
Remote Similarity	0.5628	NPC139085
Remote Similarity	0.5628	NPC251212
Remote Similarity	0.5628	NPC214626
Remote Similarity	0.5621	NPC88121
Remote Similarity	0.5618	NPC477158
Remote Similarity	0.5618	NPC320064
Remote Similarity	0.5614	NPC469735
Remote Similarity	0.5604	NPC173344

Drug Structure

NPD4468 OpenBabel08211705262D 27 30 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 3.4641 1.0000 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 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 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 0.8660 2.5000 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 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -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 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 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 6.9282 -3.0000 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 5 1 0 0 0 0 3 10 1 0 0 0 0 3 11 1 0 0 0 0 4 18 2 0 0 0 0 5 20 2 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 21 1 0 0 0 0 8 12 1 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 22 3 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000413
DrugBank	DB01608
ChEMBL	CHEMBL251940
IUPHAR/BPS	9216
PharmaGKB	PA164781043
KEGG Drug	D01485
PubChem CID	4747
ChEBI	31981
CAS Number	2622-26-6

Drug Properties

Molecular Weight	365.16
ALogP	-0.6766
MLogP	3.22
XLogP	3.543
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	75.8
RO5 Violation	0