NPASS drugs

Drug Information

Drug ID:	NPD80
Drug Name:	Dextroamphetamine Sulfate
Molecular Formula:	2C9H13N.H2O4S
Canonical SMILES:	OS(=O)(=O)O.C[C@@H](Cc1ccccc1)N.C[C@@H](Cc1ccccc1)N
Standard InCHI:	InChI=1S/2C9H13N.H2O4S/c21-8(10)7-9-5-3-2-4-6-9;1-5(2,3)4/h22-6,8H,7,10H2,1H3;(H2,1,2,3,4)/t2*8-;/m00./s1
Standard InCHIKey:	PYHRZPFZZDCOPH-QXGOIDDHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD80

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	185
0.1-0.2	2685
0.2-0.3	10246
0.3-0.4	12897
0.4-0.5	3763
0.5-0.6	796
0.6-0.7	220
0.7-0.8	83
0.8-0.85	4
0.85-0.9	2
0.9-0.95	2
0.95-1	7

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	NPC122327
High Similarity	1.0	NPC113000
High Similarity	1.0	NPC112609
High Similarity	0.9577	NPC290638
High Similarity	0.9577	NPC98269
High Similarity	0.9577	NPC325662
High Similarity	0.9559	NPC229235
High Similarity	0.9296	NPC276699
High Similarity	0.9167	NPC139658
High Similarity	0.8732	NPC219246
High Similarity	0.859	NPC119677
Intermediate Similarity	0.8421	NPC12857
Intermediate Similarity	0.8243	NPC244738
Intermediate Similarity	0.8026	NPC98976
Intermediate Similarity	0.8025	NPC169016
Intermediate Similarity	0.7941	NPC65873
Intermediate Similarity	0.7941	NPC120441
Intermediate Similarity	0.7941	NPC300345
Intermediate Similarity	0.7941	NPC212114
Intermediate Similarity	0.7922	NPC271642
Intermediate Similarity	0.7875	NPC231986
Intermediate Similarity	0.7831	NPC258046
Intermediate Similarity	0.7816	NPC291070
Intermediate Similarity	0.7816	NPC246757
Intermediate Similarity	0.7794	NPC269586
Intermediate Similarity	0.7794	NPC198841
Intermediate Similarity	0.7662	NPC299134
Intermediate Similarity	0.7647	NPC149436
Intermediate Similarity	0.7647	NPC277704
Intermediate Similarity	0.7639	NPC50266
Intermediate Similarity	0.7606	NPC238023
Intermediate Similarity	0.7606	NPC135924
Intermediate Similarity	0.7606	NPC210849
Intermediate Similarity	0.7606	NPC248705
Intermediate Similarity	0.7606	NPC150196
Intermediate Similarity	0.7606	NPC54368
Intermediate Similarity	0.7606	NPC310758
Intermediate Similarity	0.759	NPC133162
Intermediate Similarity	0.7571	NPC8235
Intermediate Similarity	0.7529	NPC60408
Intermediate Similarity	0.7528	NPC329430
Intermediate Similarity	0.75	NPC29680
Intermediate Similarity	0.7473	NPC226096
Intermediate Similarity	0.7473	NPC290515
Intermediate Similarity	0.7473	NPC108606
Intermediate Similarity	0.7473	NPC303611
Intermediate Similarity	0.7473	NPC164514
Intermediate Similarity	0.747	NPC104070
Intermediate Similarity	0.747	NPC474088
Intermediate Similarity	0.7465	NPC147062
Intermediate Similarity	0.7465	NPC169110
Intermediate Similarity	0.7442	NPC30445
Intermediate Similarity	0.7397	NPC88566
Intermediate Similarity	0.7368	NPC200936
Intermediate Similarity	0.7363	NPC293628
Intermediate Similarity	0.7363	NPC122493
Intermediate Similarity	0.7363	NPC10781
Intermediate Similarity	0.7361	NPC246588
Intermediate Similarity	0.7324	NPC64270
Intermediate Similarity	0.7324	NPC114327
Intermediate Similarity	0.7324	NPC36357
Intermediate Similarity	0.7297	NPC155172
Intermediate Similarity	0.7297	NPC32312
Intermediate Similarity	0.7297	NPC198023
Intermediate Similarity	0.726	NPC71009
Intermediate Similarity	0.726	NPC22786
Intermediate Similarity	0.726	NPC66517
Intermediate Similarity	0.7241	NPC111233
Intermediate Similarity	0.7222	NPC469330
Intermediate Similarity	0.7222	NPC7067
Intermediate Similarity	0.72	NPC178527
Intermediate Similarity	0.7191	NPC470926
Intermediate Similarity	0.7174	NPC324569
Intermediate Similarity	0.7162	NPC21211
Intermediate Similarity	0.7162	NPC113670
Intermediate Similarity	0.7162	NPC45756
Intermediate Similarity	0.7159	NPC176858
Intermediate Similarity	0.7143	NPC215351
Intermediate Similarity	0.7143	NPC20142
Intermediate Similarity	0.7126	NPC473031
Intermediate Similarity	0.7126	NPC262295
Intermediate Similarity	0.7105	NPC267443
Intermediate Similarity	0.7105	NPC6107
Intermediate Similarity	0.7083	NPC226778
Intermediate Similarity	0.7083	NPC150254
Intermediate Similarity	0.7083	NPC147000
Intermediate Similarity	0.7083	NPC304761
Intermediate Similarity	0.7079	NPC191444
Intermediate Similarity	0.7079	NPC316108
Intermediate Similarity	0.7067	NPC291066
Intermediate Similarity	0.7065	NPC471320
Intermediate Similarity	0.7065	NPC471319
Intermediate Similarity	0.7045	NPC12429
Intermediate Similarity	0.7037	NPC110264
Intermediate Similarity	0.7027	NPC200745
Intermediate Similarity	0.7011	NPC203076
Intermediate Similarity	0.701	NPC67043
Intermediate Similarity	0.7	NPC226438
Remote Similarity	0.6974	NPC113837
Remote Similarity	0.6974	NPC289915
Remote Similarity	0.6966	NPC173991
Remote Similarity	0.6966	NPC470877
Remote Similarity	0.6962	NPC125144
Remote Similarity	0.6962	NPC121708
Remote Similarity	0.6957	NPC161972
Remote Similarity	0.6957	NPC303045
Remote Similarity	0.6941	NPC14326
Remote Similarity	0.6939	NPC327481
Remote Similarity	0.6932	NPC471638
Remote Similarity	0.6923	NPC246822
Remote Similarity	0.6923	NPC139416
Remote Similarity	0.6923	NPC213570
Remote Similarity	0.6923	NPC108800
Remote Similarity	0.6905	NPC475289
Remote Similarity	0.6905	NPC475573
Remote Similarity	0.6905	NPC192623
Remote Similarity	0.6892	NPC45255
Remote Similarity	0.6889	NPC121872
Remote Similarity	0.6889	NPC209764
Remote Similarity	0.6889	NPC159178
Remote Similarity	0.6889	NPC471307
Remote Similarity	0.6889	NPC78041
Remote Similarity	0.6889	NPC74936
Remote Similarity	0.6889	NPC141139
Remote Similarity	0.6883	NPC52330
Remote Similarity	0.6882	NPC25565
Remote Similarity	0.6875	NPC327226
Remote Similarity	0.6848	NPC322040
Remote Similarity	0.6842	NPC125732
Remote Similarity	0.6829	NPC35599
Remote Similarity	0.6813	NPC245259
Remote Similarity	0.6809	NPC473501
Remote Similarity	0.6809	NPC475439
Remote Similarity	0.6804	NPC164859
Remote Similarity	0.68	NPC97811
Remote Similarity	0.6795	NPC311343
Remote Similarity	0.6774	NPC108339
Remote Similarity	0.6757	NPC147578
Remote Similarity	0.6753	NPC36440
Remote Similarity	0.675	NPC1008
Remote Similarity	0.675	NPC226999
Remote Similarity	0.675	NPC193578
Remote Similarity	0.675	NPC74458
Remote Similarity	0.675	NPC87099
Remote Similarity	0.675	NPC39799
Remote Similarity	0.675	NPC135433
Remote Similarity	0.675	NPC280135
Remote Similarity	0.675	NPC158028
Remote Similarity	0.6739	NPC473661
Remote Similarity	0.6737	NPC322598
Remote Similarity	0.6735	NPC275467
Remote Similarity	0.6733	NPC24777
Remote Similarity	0.6709	NPC98880
Remote Similarity	0.6709	NPC473206
Remote Similarity	0.6706	NPC309279
Remote Similarity	0.6705	NPC3210
Remote Similarity	0.6667	NPC200624
Remote Similarity	0.6667	NPC285679
Remote Similarity	0.6667	NPC54269
Remote Similarity	0.6667	NPC471309
Remote Similarity	0.6667	NPC42383
Remote Similarity	0.6667	NPC12730
Remote Similarity	0.6667	NPC212463
Remote Similarity	0.6633	NPC68055
Remote Similarity	0.6632	NPC311242
Remote Similarity	0.6625	NPC271732
Remote Similarity	0.6625	NPC251490
Remote Similarity	0.6625	NPC263385
Remote Similarity	0.6625	NPC95289
Remote Similarity	0.6625	NPC72670
Remote Similarity	0.6623	NPC264470
Remote Similarity	0.6602	NPC21890
Remote Similarity	0.6598	NPC228400
Remote Similarity	0.6598	NPC214200
Remote Similarity	0.6596	NPC58674
Remote Similarity	0.6582	NPC82770
Remote Similarity	0.6582	NPC239931
Remote Similarity	0.6582	NPC78954
Remote Similarity	0.6582	NPC22760
Remote Similarity	0.6556	NPC305602
Remote Similarity	0.6556	NPC17497
Remote Similarity	0.6543	NPC326200
Remote Similarity	0.6543	NPC208302
Remote Similarity	0.6538	NPC474584
Remote Similarity	0.6535	NPC186469
Remote Similarity	0.6531	NPC239854
Remote Similarity	0.6522	NPC78154
Remote Similarity	0.6506	NPC301874
Remote Similarity	0.6506	NPC307195
Remote Similarity	0.6506	NPC189371
Remote Similarity	0.6505	NPC319579
Remote Similarity	0.65	NPC169222
Remote Similarity	0.65	NPC16190
Remote Similarity	0.65	NPC235059
Remote Similarity	0.65	NPC5324
Remote Similarity	0.65	NPC297358
Remote Similarity	0.6489	NPC71140
Remote Similarity	0.6477	NPC134825
Remote Similarity	0.6476	NPC26524
Remote Similarity	0.6471	NPC77294

Drug Structure

NPD80 OpenBabel08201723032D 31 30 0 0 1 0 0 0 0 0999 V2000 3.0981 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3301 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3301 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 -7.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -6.1340 0.0000 H 0 0 0 0 0 0 0 0 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 6 2 0 0 0 0 5 9 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 1 1 6 0 0 0 8 10 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 19 2 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 11 1 6 0 0 0 18 20 1 0 0 0 0 20 28 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 21 30 1 0 0 0 0 22 25 1 0 0 0 0 22 31 1 0 0 0 0 23 25 2 0 0 0 0 24 25 2 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	135.10
ALogP	-0.6866
MLogP	2.34
XLogP	3.582
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	26.02
RO5 Violation	0