NPASS drugs

Drug Information

Drug ID:	NPD2395
Drug Name:	Sertraline Hydrochloride
Molecular Formula:	C17H17Cl2N.ClH
Canonical SMILES:	CN[C@H]1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl.Cl
Standard InCHI:	InChI=1S/C17H17Cl2N.ClH/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11;/h2-6,8,10,12,17,20H,7,9H2,1H3;1H/t12-,17-;/m0./s1
Standard InCHIKey:	BLFQGGGGFNSJKA-XHXSRVRCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2395

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	469
0.1-0.2	3119
0.2-0.3	11109
0.3-0.4	12688
0.4-0.5	3095
0.5-0.6	373
0.6-0.7	33
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC320656
Intermediate Similarity	0.7522	NPC329430
Intermediate Similarity	0.7288	NPC239854
Intermediate Similarity	0.7105	NPC470926
Remote Similarity	0.6937	NPC169016
Remote Similarity	0.6829	NPC474695
Remote Similarity	0.6814	NPC258046
Remote Similarity	0.68	NPC77294
Remote Similarity	0.6786	NPC133162
Remote Similarity	0.6696	NPC119677
Remote Similarity	0.6694	NPC474559
Remote Similarity	0.6667	NPC313352
Remote Similarity	0.6609	NPC60408
Remote Similarity	0.6545	NPC12857
Remote Similarity	0.6455	NPC325662
Remote Similarity	0.6455	NPC98269
Remote Similarity	0.6404	NPC104070
Remote Similarity	0.6397	NPC475915
Remote Similarity	0.6371	NPC474582
Remote Similarity	0.6364	NPC139658
Remote Similarity	0.6364	NPC113099
Remote Similarity	0.6328	NPC434
Remote Similarity	0.6328	NPC79618
Remote Similarity	0.627	NPC471310
Remote Similarity	0.6224	NPC126458
Remote Similarity	0.6216	NPC271642
Remote Similarity	0.6182	NPC122327
Remote Similarity	0.6182	NPC113000
Remote Similarity	0.6182	NPC112609
Remote Similarity	0.6161	NPC290638
Remote Similarity	0.6148	NPC469330
Remote Similarity	0.6126	NPC98976
Remote Similarity	0.6098	NPC108339
Remote Similarity	0.6066	NPC108800
Remote Similarity	0.6048	NPC471319
Remote Similarity	0.6048	NPC471320
Remote Similarity	0.6016	NPC322040
Remote Similarity	0.5982	NPC276699
Remote Similarity	0.595	NPC176858
Remote Similarity	0.5948	NPC231986
Remote Similarity	0.594	NPC313981
Remote Similarity	0.5938	NPC291610
Remote Similarity	0.5912	NPC125416
Remote Similarity	0.5912	NPC313673
Remote Similarity	0.5909	NPC229235
Remote Similarity	0.5909	NPC219246
Remote Similarity	0.5902	NPC191444
Remote Similarity	0.5882	NPC246904
Remote Similarity	0.5874	NPC79698
Remote Similarity	0.5857	NPC317564
Remote Similarity	0.5833	NPC252794
Remote Similarity	0.5811	NPC149379
Remote Similarity	0.58	NPC325599
Remote Similarity	0.5776	NPC159661
Remote Similarity	0.5766	NPC471318
Remote Similarity	0.5752	NPC32002
Remote Similarity	0.5752	NPC315348
Remote Similarity	0.5743	NPC473962
Remote Similarity	0.5739	NPC249018
Remote Similarity	0.5739	NPC3190
Remote Similarity	0.5738	NPC111233
Remote Similarity	0.5738	NPC30445
Remote Similarity	0.573	NPC315617
Remote Similarity	0.573	NPC316359
Remote Similarity	0.5725	NPC473573
Remote Similarity	0.5714	NPC264580
Remote Similarity	0.5704	NPC314192
Remote Similarity	0.5691	NPC240134
Remote Similarity	0.5685	NPC145754
Remote Similarity	0.5685	NPC469949
Remote Similarity	0.5679	NPC476464
Remote Similarity	0.5677	NPC476454
Remote Similarity	0.5672	NPC302790
Remote Similarity	0.5669	NPC264589
Remote Similarity	0.5664	NPC54269
Remote Similarity	0.5646	NPC40488
Remote Similarity	0.5643	NPC313449
Remote Similarity	0.5642	NPC314058
Remote Similarity	0.5642	NPC316018
Remote Similarity	0.5641	NPC311330
Remote Similarity	0.5625	NPC206592
Remote Similarity	0.5625	NPC72670
Remote Similarity	0.5625	NPC33421

Drug Structure

NPD2395 OpenBabel08211702172D 22 23 0 0 1 0 0 0 0 0999 V2000 6.5622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8093 -2.8722 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 2 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 12 11 1 6 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 6 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	305.07
ALogP	0.9568
MLogP	3
XLogP	5.874
HDA	1
HBD	1
Rotatable Bonds	5
TPSA	12.03
RO5 Violation	1