NPASS drugs

Drug Information

Drug ID:	NPD2147
Drug Name:
Molecular Formula:	C16H21N3O4S
Canonical SMILES:	N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)C1=CCC=CC1
Standard InCHI:	InChI=1S/C16H21N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-4,7,9-11,14H,5-6,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
Standard InCHIKey:	RPBAFSBGYDKNRG-NJBDSQKTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2147

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	49
0.1-0.2	1341
0.2-0.3	19008
0.3-0.4	9013
0.4-0.5	1207
0.5-0.6	246
0.6-0.7	23
0.7-0.8	3
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
Intermediate Similarity	0.7547	NPC117829
Intermediate Similarity	0.7348	NPC468984
Intermediate Similarity	0.7	NPC144780
Remote Similarity	0.6721	NPC288109
Remote Similarity	0.6549	NPC13470
Remote Similarity	0.6522	NPC475791
Remote Similarity	0.6522	NPC13175
Remote Similarity	0.6435	NPC475758
Remote Similarity	0.6422	NPC473495
Remote Similarity	0.641	NPC471097
Remote Similarity	0.641	NPC475149
Remote Similarity	0.6393	NPC59249
Remote Similarity	0.6283	NPC38172
Remote Similarity	0.622	NPC17581
Remote Similarity	0.622	NPC476155
Remote Similarity	0.6172	NPC470788
Remote Similarity	0.6132	NPC157173
Remote Similarity	0.6102	NPC474985
Remote Similarity	0.6094	NPC470300
Remote Similarity	0.6063	NPC473819
Remote Similarity	0.6061	NPC97580
Remote Similarity	0.6058	NPC476158
Remote Similarity	0.6017	NPC132931
Remote Similarity	0.6	NPC72401
Remote Similarity	0.6	NPC476875
Remote Similarity	0.6	NPC325339
Remote Similarity	0.5985	NPC300315
Remote Similarity	0.595	NPC476877
Remote Similarity	0.5931	NPC322878
Remote Similarity	0.5929	NPC320057
Remote Similarity	0.5924	NPC315388
Remote Similarity	0.5915	NPC89489
Remote Similarity	0.5897	NPC469739
Remote Similarity	0.5887	NPC171734
Remote Similarity	0.5872	NPC184473
Remote Similarity	0.5859	NPC474984
Remote Similarity	0.5854	NPC476876
Remote Similarity	0.5833	NPC315188
Remote Similarity	0.5772	NPC205176
Remote Similarity	0.575	NPC473364
Remote Similarity	0.5736	NPC50694
Remote Similarity	0.5736	NPC103391
Remote Similarity	0.5736	NPC472536
Remote Similarity	0.5727	NPC6902
Remote Similarity	0.5727	NPC84128
Remote Similarity	0.5727	NPC284456
Remote Similarity	0.5727	NPC53858
Remote Similarity	0.5725	NPC41162
Remote Similarity	0.5703	NPC474995
Remote Similarity	0.5673	NPC214532
Remote Similarity	0.5673	NPC196007
Remote Similarity	0.5673	NPC76297
Remote Similarity	0.566	NPC327272
Remote Similarity	0.5649	NPC201968
Remote Similarity	0.5641	NPC319473
Remote Similarity	0.5635	NPC207820
Remote Similarity	0.563	NPC40663
Remote Similarity	0.5615	NPC272166
Remote Similarity	0.561	NPC471258
Remote Similarity	0.5608	NPC471680

Drug Structure

NPD2147 OpenBabel08211701392D 28 30 0 0 1 0 0 0 0 0999 V2000 -3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 -2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 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 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6128 1.7953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 12 1 1 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 1 0 0 0 11 15 1 6 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 18 2 3 0 0 0 12 20 1 0 0 0 0 13 19 1 0 0 0 0 13 21 2 0 0 0 0 14 19 1 0 0 0 0 14 24 1 1 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 17 26 1 0 0 0 0 20 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001655
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71392
ChEBI
CAS Number

Drug Properties

Molecular Weight	351.13
ALogP	0.2631
MLogP	2.34
XLogP	-2.251
HDA	7
HBD	3
Rotatable Bonds	9
TPSA	141.52
RO5 Violation	0