NPASS drugs

Drug Information

Drug ID:	NPD2833
Drug Name:	Chlorprothixene
Molecular Formula:	C18H18ClNS
Canonical SMILES:	CN(CCC=C1c2ccccc2Sc2c1cc(Cl)cc2)C
Standard InCHI:	InChI=1S/C18H18ClNS/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18/h3-4,6-10,12H,5,11H2,1-2H3
Standard InCHIKey:	WSPOMRSOLSGNFJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2833

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	404
0.1-0.2	3261
0.2-0.3	11025
0.3-0.4	13908
0.4-0.5	2055
0.5-0.6	224
0.6-0.7	13
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	0.6731	NPC125549
Remote Similarity	0.6542	NPC148231
Remote Similarity	0.6441	NPC474559
Remote Similarity	0.6396	NPC470926
Remote Similarity	0.6355	NPC133162
Remote Similarity	0.6299	NPC320656
Remote Similarity	0.6263	NPC5324
Remote Similarity	0.625	NPC67863
Remote Similarity	0.6226	NPC231986
Remote Similarity	0.6111	NPC474088
Remote Similarity	0.6082	NPC22627
Remote Similarity	0.6058	NPC271642
Remote Similarity	0.6016	NPC77294
Remote Similarity	0.5981	NPC475573
Remote Similarity	0.5981	NPC475289
Remote Similarity	0.5979	NPC22786
Remote Similarity	0.5963	NPC104070
Remote Similarity	0.5962	NPC98976
Remote Similarity	0.5948	NPC329430
Remote Similarity	0.5922	NPC212463
Remote Similarity	0.5922	NPC244738
Remote Similarity	0.5917	NPC239854
Remote Similarity	0.5913	NPC473661
Remote Similarity	0.5909	NPC169016
Remote Similarity	0.5905	NPC139658
Remote Similarity	0.59	NPC52330
Remote Similarity	0.5876	NPC246588
Remote Similarity	0.5876	NPC210849
Remote Similarity	0.5868	NPC471310
Remote Similarity	0.58	NPC36440
Remote Similarity	0.5797	NPC473417
Remote Similarity	0.5772	NPC167336
Remote Similarity	0.5758	NPC113670
Remote Similarity	0.5755	NPC302129
Remote Similarity	0.5752	NPC53492
Remote Similarity	0.5752	NPC60408
Remote Similarity	0.5743	NPC267443
Remote Similarity	0.5736	NPC113099
Remote Similarity	0.5725	NPC476440
Remote Similarity	0.5702	NPC474582
Remote Similarity	0.5702	NPC12429
Remote Similarity	0.5676	NPC119677
Remote Similarity	0.567	NPC36357
Remote Similarity	0.567	NPC114327
Remote Similarity	0.5664	NPC203076
Remote Similarity	0.566	NPC276699
Remote Similarity	0.5656	NPC291610
Remote Similarity	0.5648	NPC12857
Remote Similarity	0.5645	NPC473418
Remote Similarity	0.5634	NPC313352
Remote Similarity	0.5631	NPC246822
Remote Similarity	0.5631	NPC139416
Remote Similarity	0.5631	NPC213570
Remote Similarity	0.5619	NPC54269
Remote Similarity	0.5614	NPC17497
Remote Similarity	0.5614	NPC305602

Drug Structure

NPD2833 OpenBabel08211702562D 21 23 0 0 0 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 0.0000 -3.0000 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 2.5981 -0.5000 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 -4.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -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 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 N 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 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 15 2 0 0 0 0 7 14 2 3 0 0 0 8 17 2 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000833
DrugBank	DB01239
ChEMBL	CHEMBL90125
IUPHAR/BPS
PharmaGKB	PA164781400
KEGG Drug	D00790
PubChem CID
ChEBI	50932
CAS Number	113-59-7

Drug Properties

Molecular Weight	315.08
ALogP	1.5485
MLogP	3.11
XLogP	4.956
HDA	1
HBD	0
Rotatable Bonds	6
TPSA	28.54
RO5 Violation	0