NPASS drugs

Drug Information

Drug ID:	NPD1812
Drug Name:	Lisdexamfetamine Dimesylate
Molecular Formula:	C15H25N3O.2CH4O3S
Canonical SMILES:	CS(=O)(=O)O.CS(=O)(=O)O.NCCCC[C@@H](C(=N[C@H](Cc1ccccc1)C)O)N
Standard InCHI:	InChI=1S/C15H25N3O.2CH4O3S/c1-12(11-13-7-3-2-4-8-13)18-15(19)14(17)9-5-6-10-16;21-5(2,3)4/h2-4,7-8,12,14H,5-6,9-11,16-17H2,1H3,(H,18,19);21H3,(H,2,3,4)/t12-,14-;;/m0../s1
Standard InCHIKey:	CETWSOHVEGTIBR-FORAGAHYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1812

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	66
0.1-0.2	763
0.2-0.3	6229
0.3-0.4	13573
0.4-0.5	7833
0.5-0.6	1906
0.6-0.7	394
0.7-0.8	94
0.8-0.85	22
0.85-0.9	10
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
High Similarity	0.8913	NPC303045
High Similarity	0.8913	NPC161972
High Similarity	0.8817	NPC25565
High Similarity	0.8791	NPC226438
High Similarity	0.8776	NPC327481
High Similarity	0.8723	NPC473501
High Similarity	0.8723	NPC475439
High Similarity	0.8571	NPC470877
High Similarity	0.8556	NPC471638
High Similarity	0.8526	NPC311242
Intermediate Similarity	0.8478	NPC74936
Intermediate Similarity	0.8478	NPC209764
Intermediate Similarity	0.8478	NPC141139
Intermediate Similarity	0.8478	NPC316108
Intermediate Similarity	0.8478	NPC78041
Intermediate Similarity	0.8478	NPC121872
Intermediate Similarity	0.8478	NPC159178
Intermediate Similarity	0.8478	NPC471307
Intermediate Similarity	0.8283	NPC164859
Intermediate Similarity	0.8269	NPC474584
Intermediate Similarity	0.8261	NPC12429
Intermediate Similarity	0.8252	NPC319579
Intermediate Similarity	0.8211	NPC471309
Intermediate Similarity	0.82	NPC113326
Intermediate Similarity	0.82	NPC194390
Intermediate Similarity	0.82	NPC88267
Intermediate Similarity	0.82	NPC224610
Intermediate Similarity	0.8191	NPC245259
Intermediate Similarity	0.8173	NPC329011
Intermediate Similarity	0.8125	NPC58674
Intermediate Similarity	0.8085	NPC172128
Intermediate Similarity	0.8037	NPC197470
Intermediate Similarity	0.798	NPC12730
Intermediate Similarity	0.7978	NPC192623
Intermediate Similarity	0.7963	NPC2265
Intermediate Similarity	0.7907	NPC112609
Intermediate Similarity	0.7907	NPC113000
Intermediate Similarity	0.7907	NPC122327
Intermediate Similarity	0.7879	NPC226096
Intermediate Similarity	0.7879	NPC290515
Intermediate Similarity	0.7879	NPC164514
Intermediate Similarity	0.7879	NPC108606
Intermediate Similarity	0.7879	NPC303611
Intermediate Similarity	0.7872	NPC325441
Intermediate Similarity	0.7818	NPC314992
Intermediate Similarity	0.7778	NPC10781
Intermediate Similarity	0.7778	NPC122493
Intermediate Similarity	0.7778	NPC293628
Intermediate Similarity	0.7766	NPC473031
Intermediate Similarity	0.7748	NPC283760
Intermediate Similarity	0.7708	NPC258627
Intermediate Similarity	0.767	NPC147000
Intermediate Similarity	0.767	NPC150254
Intermediate Similarity	0.767	NPC226778
Intermediate Similarity	0.767	NPC304761
Intermediate Similarity	0.766	NPC203076
Intermediate Similarity	0.764	NPC98269
Intermediate Similarity	0.764	NPC325662
Intermediate Similarity	0.764	NPC290638
Intermediate Similarity	0.7611	NPC71684
Intermediate Similarity	0.7609	NPC14326
Intermediate Similarity	0.76	NPC324569
Intermediate Similarity	0.7596	NPC211551
Intermediate Similarity	0.7596	NPC67043
Intermediate Similarity	0.7576	NPC215351
Intermediate Similarity	0.7576	NPC20142
Intermediate Similarity	0.7573	NPC471310
Intermediate Similarity	0.7573	NPC202613
Intermediate Similarity	0.7573	NPC471317
Intermediate Similarity	0.7558	NPC229235
Intermediate Similarity	0.7553	NPC3210
Intermediate Similarity	0.7528	NPC139658
Intermediate Similarity	0.7523	NPC276949
Intermediate Similarity	0.7523	NPC35850
Intermediate Similarity	0.7478	NPC35996
Intermediate Similarity	0.7476	NPC327226
Intermediate Similarity	0.7455	NPC33742
Intermediate Similarity	0.7455	NPC118202
Intermediate Similarity	0.7426	NPC33168
Intermediate Similarity	0.7416	NPC276699
Intermediate Similarity	0.7396	NPC198747
Intermediate Similarity	0.7387	NPC317254
Intermediate Similarity	0.7379	NPC228400
Intermediate Similarity	0.7379	NPC214200
Intermediate Similarity	0.7358	NPC231705
Intermediate Similarity	0.734	NPC119677
Intermediate Similarity	0.7333	NPC275467
Intermediate Similarity	0.7327	NPC471320
Intermediate Similarity	0.7327	NPC471319
Intermediate Similarity	0.7321	NPC470544
Intermediate Similarity	0.7288	NPC477937
Intermediate Similarity	0.7257	NPC254088
Intermediate Similarity	0.7257	NPC470545
Intermediate Similarity	0.7257	NPC169328
Intermediate Similarity	0.7238	NPC178902
Intermediate Similarity	0.7212	NPC469457
Intermediate Similarity	0.72	NPC265521
Intermediate Similarity	0.7193	NPC237420
Intermediate Similarity	0.7193	NPC470546
Intermediate Similarity	0.7193	NPC310467
Intermediate Similarity	0.7191	NPC244738
Intermediate Similarity	0.7168	NPC82963
Intermediate Similarity	0.7156	NPC258056
Intermediate Similarity	0.713	NPC142297
Intermediate Similarity	0.7129	NPC7067
Intermediate Similarity	0.7115	NPC125732
Intermediate Similarity	0.7105	NPC311737
Intermediate Similarity	0.7105	NPC38458
Intermediate Similarity	0.7091	NPC474149
Intermediate Similarity	0.708	NPC101139
Intermediate Similarity	0.7069	NPC478014
Intermediate Similarity	0.7069	NPC478016
Intermediate Similarity	0.7069	NPC478015
Intermediate Similarity	0.7069	NPC45777
Intermediate Similarity	0.7069	NPC477061
Intermediate Similarity	0.7069	NPC476990
Intermediate Similarity	0.7059	NPC108339
Intermediate Similarity	0.7059	NPC101719
Intermediate Similarity	0.7027	NPC275410
Intermediate Similarity	0.7021	NPC309279
Intermediate Similarity	0.7019	NPC322598
Intermediate Similarity	0.7018	NPC285926
Intermediate Similarity	0.7018	NPC315276
Intermediate Similarity	0.7018	NPC14672
Intermediate Similarity	0.7009	NPC202521
Intermediate Similarity	0.7	NPC78154
Remote Similarity	0.6992	NPC326966
Remote Similarity	0.699	NPC3371
Remote Similarity	0.6989	NPC12857
Remote Similarity	0.6981	NPC318154
Remote Similarity	0.6979	NPC146703
Remote Similarity	0.6975	NPC22746
Remote Similarity	0.6975	NPC222466
Remote Similarity	0.6967	NPC325651
Remote Similarity	0.6966	NPC219246
Remote Similarity	0.6964	NPC273814
Remote Similarity	0.6961	NPC291070
Remote Similarity	0.6961	NPC246757
Remote Similarity	0.6961	NPC476483
Remote Similarity	0.6949	NPC252878
Remote Similarity	0.6949	NPC27581
Remote Similarity	0.693	NPC188010
Remote Similarity	0.6923	NPC200964
Remote Similarity	0.6916	NPC68055
Remote Similarity	0.6916	NPC178681
Remote Similarity	0.6909	NPC24101
Remote Similarity	0.6909	NPC96224
Remote Similarity	0.6907	NPC169016
Remote Similarity	0.6903	NPC1986
Remote Similarity	0.6903	NPC474544
Remote Similarity	0.6891	NPC46427
Remote Similarity	0.6891	NPC6975
Remote Similarity	0.6889	NPC208302
Remote Similarity	0.6885	NPC111428
Remote Similarity	0.6881	NPC191215
Remote Similarity	0.6881	NPC274089
Remote Similarity	0.6881	NPC473498
Remote Similarity	0.687	NPC239357
Remote Similarity	0.6864	NPC273830
Remote Similarity	0.6863	NPC323164
Remote Similarity	0.6848	NPC189371
Remote Similarity	0.6847	NPC24777
Remote Similarity	0.6842	NPC470550
Remote Similarity	0.6842	NPC471318
Remote Similarity	0.6842	NPC205652
Remote Similarity	0.6825	NPC314835
Remote Similarity	0.6796	NPC469330
Remote Similarity	0.678	NPC80150
Remote Similarity	0.678	NPC190663
Remote Similarity	0.6777	NPC474479
Remote Similarity	0.6777	NPC4974
Remote Similarity	0.6777	NPC47667
Remote Similarity	0.6774	NPC271642
Remote Similarity	0.6771	NPC231986
Remote Similarity	0.6757	NPC153690
Remote Similarity	0.6746	NPC141050
Remote Similarity	0.6746	NPC267237
Remote Similarity	0.6739	NPC299134
Remote Similarity	0.6739	NPC108218
Remote Similarity	0.6729	NPC155847
Remote Similarity	0.6729	NPC289381
Remote Similarity	0.6727	NPC474804
Remote Similarity	0.6727	NPC474973
Remote Similarity	0.6727	NPC130898
Remote Similarity	0.6719	NPC132636
Remote Similarity	0.6698	NPC107619
Remote Similarity	0.6696	NPC290566
Remote Similarity	0.6696	NPC145638
Remote Similarity	0.6695	NPC319950
Remote Similarity	0.6667	NPC319766
Remote Similarity	0.6667	NPC474862
Remote Similarity	0.6667	NPC160493
Remote Similarity	0.6667	NPC329375
Remote Similarity	0.6667	NPC37584
Remote Similarity	0.6667	NPC317400
Remote Similarity	0.6667	NPC98976
Remote Similarity	0.6639	NPC474926
Remote Similarity	0.6638	NPC213
Remote Similarity	0.6638	NPC10286
Remote Similarity	0.6636	NPC143516

Drug Structure

NPD1812 OpenBabel08211701082D 36 34 0 0 1 0 0 0 0 0999 V2000 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 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 5.6962 -4.0000 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 0.5000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 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 7.4282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 1 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 4.8301 -2.5000 0.0000 C 0 0 1 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 8.2942 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6603 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -7.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.6340 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 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 1 1 6 0 0 0 12 18 1 0 0 0 0 14 9 1 1 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 18 2 3 0 0 0 15 19 1 0 0 0 0 16 30 1 0 0 0 0 16 31 1 0 0 0 0 17 32 1 0 0 0 0 17 33 1 0 0 0 0 19 34 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 21 35 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 25 29 1 0 0 0 0 26 29 1 0 0 0 0 26 36 1 0 0 0 0 27 29 2 0 0 0 0 28 29 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	263.20
ALogP	-2.6397
MLogP	2.67
XLogP	3.639
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	84.63
RO5 Violation	0