NPASS drugs

Drug Information

Drug ID:	NPD2108
Drug Name:	Brasofensine
Molecular Formula:	C16H20Cl2N2O
Canonical SMILES:	CO/N=C/[C@H]1[C@H]2CC[C@H](N2C)C[C@@H]1c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C16H20Cl2N2O/c1-20-11-4-6-16(20)13(9-19-21-2)12(8-11)10-3-5-14(17)15(18)7-10/h3,5,7,9,11-13,16H,4,6,8H2,1-2H3/b19-9+/t11-,12+,13+,16+/m0/s1
Standard InCHIKey:	NRLIFEGHTNUYFL-QJDHNRDASA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2108

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	247
0.1-0.2	1988
0.2-0.3	11067
0.3-0.4	13551
0.4-0.5	3544
0.5-0.6	474
0.6-0.7	19
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	0.6977	NPC320656
Remote Similarity	0.6885	NPC474559
Remote Similarity	0.6855	NPC77294
Remote Similarity	0.6727	NPC231986
Remote Similarity	0.6585	NPC471310
Remote Similarity	0.6446	NPC472258
Remote Similarity	0.6364	NPC313352
Remote Similarity	0.6327	NPC315348
Remote Similarity	0.6327	NPC32002
Remote Similarity	0.6303	NPC470926
Remote Similarity	0.6286	NPC478079
Remote Similarity	0.6186	NPC12429
Remote Similarity	0.6103	NPC264580
Remote Similarity	0.6045	NPC113099
Remote Similarity	0.6045	NPC471318
Remote Similarity	0.6034	NPC104070
Remote Similarity	0.6032	NPC474582
Remote Similarity	0.6016	NPC303045
Remote Similarity	0.6016	NPC161972
Remote Similarity	0.5969	NPC143516
Remote Similarity	0.5968	NPC25565
Remote Similarity	0.5966	NPC471638
Remote Similarity	0.5923	NPC474804
Remote Similarity	0.5923	NPC130898
Remote Similarity	0.5923	NPC474973
Remote Similarity	0.592	NPC473501
Remote Similarity	0.592	NPC475439
Remote Similarity	0.5899	NPC476990
Remote Similarity	0.5899	NPC317564
Remote Similarity	0.5887	NPC329430
Remote Similarity	0.5879	NPC116961
Remote Similarity	0.5859	NPC239854
Remote Similarity	0.5857	NPC202521
Remote Similarity	0.5846	NPC474695
Remote Similarity	0.5846	NPC167336
Remote Similarity	0.5846	NPC473418
Remote Similarity	0.5839	NPC325599
Remote Similarity	0.5833	NPC17497
Remote Similarity	0.5833	NPC305602
Remote Similarity	0.582	NPC316108
Remote Similarity	0.5817	NPC476454
Remote Similarity	0.5816	NPC169485
Remote Similarity	0.5816	NPC213126
Remote Similarity	0.5816	NPC317474
Remote Similarity	0.5816	NPC252878
Remote Similarity	0.5816	NPC84281
Remote Similarity	0.5816	NPC291027
Remote Similarity	0.5812	NPC14326
Remote Similarity	0.58	NPC316906
Remote Similarity	0.5794	NPC311242
Remote Similarity	0.5789	NPC65855
Remote Similarity	0.5789	NPC292758
Remote Similarity	0.5786	NPC200964
Remote Similarity	0.5781	NPC469457
Remote Similarity	0.5775	NPC6975
Remote Similarity	0.5775	NPC46427
Remote Similarity	0.5772	NPC226438
Remote Similarity	0.5772	NPC245259
Remote Similarity	0.5769	NPC275467
Remote Similarity	0.5769	NPC224610
Remote Similarity	0.5769	NPC88267
Remote Similarity	0.5769	NPC194390
Remote Similarity	0.5769	NPC113326
Remote Similarity	0.575	NPC203076
Remote Similarity	0.5741	NPC477591
Remote Similarity	0.5738	NPC470877
Remote Similarity	0.5725	NPC470544
Remote Similarity	0.5725	NPC315276
Remote Similarity	0.5725	NPC285926
Remote Similarity	0.5725	NPC14672
Remote Similarity	0.5724	NPC243162
Remote Similarity	0.5702	NPC271642
Remote Similarity	0.5702	NPC473031
Remote Similarity	0.5693	NPC246904
Remote Similarity	0.5693	NPC33742
Remote Similarity	0.5691	NPC172128
Remote Similarity	0.5691	NPC141139
Remote Similarity	0.5691	NPC159178
Remote Similarity	0.5691	NPC471307
Remote Similarity	0.5691	NPC209764
Remote Similarity	0.5691	NPC74936
Remote Similarity	0.5691	NPC121872
Remote Similarity	0.5691	NPC78041
Remote Similarity	0.5683	NPC470545
Remote Similarity	0.5682	NPC45033
Remote Similarity	0.568	NPC322040
Remote Similarity	0.568	NPC474974
Remote Similarity	0.5652	NPC473573
Remote Similarity	0.5643	NPC470546
Remote Similarity	0.5635	NPC58674
Remote Similarity	0.563	NPC474088
Remote Similarity	0.563	NPC313981
Remote Similarity	0.5625	NPC125144
Remote Similarity	0.5625	NPC121708
Remote Similarity	0.562	NPC258046
Remote Similarity	0.562	NPC35850
Remote Similarity	0.562	NPC276949
Remote Similarity	0.5617	NPC476464
Remote Similarity	0.5615	NPC291610
Remote Similarity	0.5614	NPC98976

Drug Structure

NPD2108 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 -0.4370 -0.1946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3653 -3.6008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7716 -1.7454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8222 0.8896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6000 -2.2237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2113 0.0157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6000 -0.3105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8690 0.5565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4086 -1.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7716 -0.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1036 1.1302 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8977 -0.3997 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1679 -1.0182 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4285 -1.7454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4285 -0.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7707 -0.8335 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2569 -2.2237 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.2569 -0.3105 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0696 -2.7724 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4087 -3.6008 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 6 1 0 0 0 0 5 14 1 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 19 2 0 0 0 0 11 4 1 6 0 0 0 11 20 1 0 0 0 0 12 10 1 1 0 0 0 12 13 1 0 0 0 0 13 9 1 6 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 6 1 6 0 0 0 16 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB04857
ChEMBL	CHEMBL2104184
IUPHAR/BPS
PharmaGKB
KEGG Drug	D03153
PubChem CID
ChEBI
CAS Number	171655-91-7

Drug Properties

Molecular Weight	326.10
ALogP	0.9179
MLogP	2.67
XLogP	4.152
HDA	1
HBD	0
Rotatable Bonds	7
TPSA	24.83
RO5 Violation	0