NPASS drugs

Drug Information

Drug ID:	NPD1935
Drug Name:	Dasotraline
Molecular Formula:	C16H15Cl2N
Canonical SMILES:	N[C@@H]1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C16H15Cl2N/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13/h1-5,7,9,11,16H,6,8,19H2/t11-,16+/m0/s1
Standard InCHIKey:	SRPXSILJHWNFMK-MEDUHNTESA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1935

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	519
0.1-0.2	3601
0.2-0.3	10916
0.3-0.4	13083
0.4-0.5	2492
0.5-0.6	242
0.6-0.7	35
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9364	NPC320656
Intermediate Similarity	0.7054	NPC329430
Remote Similarity	0.6981	NPC119677
Remote Similarity	0.6838	NPC239854
Remote Similarity	0.6731	NPC325662
Remote Similarity	0.6731	NPC98269
Remote Similarity	0.6727	NPC60408
Remote Similarity	0.6667	NPC474559
Remote Similarity	0.6637	NPC470926
Remote Similarity	0.6486	NPC258046
Remote Similarity	0.6455	NPC169016
Remote Similarity	0.6442	NPC122327
Remote Similarity	0.6442	NPC112609
Remote Similarity	0.6442	NPC113000
Remote Similarity	0.6435	NPC108800
Remote Similarity	0.6415	NPC290638
Remote Similarity	0.6393	NPC474695
Remote Similarity	0.6371	NPC77294
Remote Similarity	0.6316	NPC176858
Remote Similarity	0.6311	NPC219246
Remote Similarity	0.6311	NPC229235
Remote Similarity	0.6306	NPC133162
Remote Similarity	0.6286	NPC313352
Remote Similarity	0.627	NPC313981
Remote Similarity	0.6261	NPC191444
Remote Similarity	0.623	NPC471310
Remote Similarity	0.6226	NPC276699
Remote Similarity	0.616	NPC434
Remote Similarity	0.616	NPC79618
Remote Similarity	0.6071	NPC104070
Remote Similarity	0.6066	NPC474582
Remote Similarity	0.6055	NPC12857
Remote Similarity	0.6045	NPC317564
Remote Similarity	0.6034	NPC240134
Remote Similarity	0.6019	NPC139658
Remote Similarity	0.6	NPC475915
Remote Similarity	0.6	NPC72670
Remote Similarity	0.5954	NPC113099
Remote Similarity	0.5948	NPC111233
Remote Similarity	0.5948	NPC30445
Remote Similarity	0.5856	NPC159661
Remote Similarity	0.5833	NPC96835
Remote Similarity	0.5833	NPC322040
Remote Similarity	0.5833	NPC258492
Remote Similarity	0.5818	NPC3190
Remote Similarity	0.5818	NPC249018
Remote Similarity	0.578	NPC98976
Remote Similarity	0.578	NPC307195
Remote Similarity	0.5766	NPC66270
Remote Similarity	0.5766	NPC255345
Remote Similarity	0.5766	NPC245896
Remote Similarity	0.5755	NPC139416
Remote Similarity	0.5755	NPC213570
Remote Similarity	0.5755	NPC246822
Remote Similarity	0.5741	NPC54269
Remote Similarity	0.5734	NPC126458
Remote Similarity	0.5727	NPC271642
Remote Similarity	0.5714	NPC471318
Remote Similarity	0.5702	NPC469330
Remote Similarity	0.5701	NPC251490
Remote Similarity	0.5688	NPC299134
Remote Similarity	0.5673	NPC291066
Remote Similarity	0.5664	NPC50063
Remote Similarity	0.5664	NPC315216
Remote Similarity	0.5656	NPC108339
Remote Similarity	0.5648	NPC1008
Remote Similarity	0.5648	NPC193578
Remote Similarity	0.5648	NPC158028
Remote Similarity	0.5648	NPC87099
Remote Similarity	0.5648	NPC226999
Remote Similarity	0.5648	NPC135433
Remote Similarity	0.5648	NPC280135
Remote Similarity	0.5648	NPC39799
Remote Similarity	0.5631	NPC71009
Remote Similarity	0.5614	NPC231986
Remote Similarity	0.56	NPC323726

Drug Structure

NPD1935 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 -4.3301 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 -1.7321 3.0000 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 -2.5981 3.5000 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 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 1 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 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 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 8 1 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 11 10 1 1 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 16 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005600
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9947999
ChEBI
CAS Number

Drug Properties

Molecular Weight	291.06
ALogP	0.525
MLogP	2.89
XLogP	5.484
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	26.02
RO5 Violation	1