NPASS drugs

Drug Information

Drug ID:	NPD15
Drug Name:	Cyclobarbital Calcium
Molecular Formula:	2C12H16N2O3.Ca
Canonical SMILES:	CCC1(C2=CCCCC2)C(=NC(=O)N=C1O)O.CCC1(C2=CCCCC2)C(=NC(=O)N=C1[O-])[O-].[Ca+2]
Standard InCHI:	InChI=1S/2C12H16N2O3.Ca/c21-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16;/h26H,2-5,7H2,1H3,(H2,13,14,15,16,17);/q;;+2/p-2
Standard InCHIKey:	LQOCSNZFBLPUID-UHFFFAOYSA-L
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD15

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	34
0.1-0.2	309
0.2-0.3	8431
0.3-0.4	13098
0.4-0.5	7132
0.5-0.6	1836
0.6-0.7	48
0.7-0.8	0
0.8-0.85	2
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	0.806	NPC124849
Intermediate Similarity	0.806	NPC21848
Remote Similarity	0.6867	NPC224072
Remote Similarity	0.6471	NPC39966
Remote Similarity	0.6429	NPC218525
Remote Similarity	0.6364	NPC96962
Remote Similarity	0.6351	NPC475251
Remote Similarity	0.6267	NPC81615
Remote Similarity	0.6237	NPC243985
Remote Similarity	0.6237	NPC280710
Remote Similarity	0.6232	NPC35519
Remote Similarity	0.6232	NPC179169
Remote Similarity	0.6232	NPC181255
Remote Similarity	0.6232	NPC306195
Remote Similarity	0.6232	NPC157781
Remote Similarity	0.6222	NPC34754
Remote Similarity	0.6222	NPC316186
Remote Similarity	0.6216	NPC135648
Remote Similarity	0.6211	NPC240650
Remote Similarity	0.6207	NPC471595
Remote Similarity	0.6203	NPC473893
Remote Similarity	0.6184	NPC290367
Remote Similarity	0.6125	NPC92801
Remote Similarity	0.6118	NPC471597
Remote Similarity	0.6111	NPC179024
Remote Similarity	0.6098	NPC471797
Remote Similarity	0.6098	NPC102463
Remote Similarity	0.6087	NPC214584
Remote Similarity	0.6087	NPC26906
Remote Similarity	0.6081	NPC329003
Remote Similarity	0.6081	NPC325550
Remote Similarity	0.6081	NPC326524
Remote Similarity	0.6076	NPC208999
Remote Similarity	0.6064	NPC477290
Remote Similarity	0.6053	NPC211291
Remote Similarity	0.6053	NPC316674
Remote Similarity	0.6053	NPC133368
Remote Similarity	0.6049	NPC84790
Remote Similarity	0.6049	NPC160817
Remote Similarity	0.6049	NPC242001
Remote Similarity	0.6026	NPC279434
Remote Similarity	0.6026	NPC222366
Remote Similarity	0.6026	NPC476039
Remote Similarity	0.6026	NPC286669
Remote Similarity	0.6022	NPC314500
Remote Similarity	0.6	NPC471560
Remote Similarity	0.6	NPC177112
Remote Similarity	0.6	NPC188341
Remote Similarity	0.6	NPC71506
Remote Similarity	0.6	NPC49494
Remote Similarity	0.5976	NPC471799
Remote Similarity	0.5974	NPC323424
Remote Similarity	0.5974	NPC110241
Remote Similarity	0.5974	NPC96793
Remote Similarity	0.5952	NPC69143
Remote Similarity	0.5952	NPC470525
Remote Similarity	0.5949	NPC69649
Remote Similarity	0.5949	NPC114651
Remote Similarity	0.5949	NPC68703
Remote Similarity	0.5949	NPC197805
Remote Similarity	0.5949	NPC45782
Remote Similarity	0.5949	NPC171225
Remote Similarity	0.5946	NPC321030
Remote Similarity	0.5926	NPC34834
Remote Similarity	0.5926	NPC145498
Remote Similarity	0.5921	NPC282694
Remote Similarity	0.5921	NPC194208
Remote Similarity	0.5921	NPC79576
Remote Similarity	0.5918	NPC275686
Remote Similarity	0.5914	NPC474964
Remote Similarity	0.5914	NPC477288
Remote Similarity	0.5904	NPC103958
Remote Similarity	0.5904	NPC183503
Remote Similarity	0.5904	NPC241854
Remote Similarity	0.5904	NPC477138
Remote Similarity	0.5904	NPC213223
Remote Similarity	0.5904	NPC91858
Remote Similarity	0.5904	NPC301065
Remote Similarity	0.5904	NPC161923
Remote Similarity	0.5904	NPC283908
Remote Similarity	0.5904	NPC243342
Remote Similarity	0.5904	NPC251970
Remote Similarity	0.5904	NPC476046
Remote Similarity	0.59	NPC45365
Remote Similarity	0.59	NPC293299
Remote Similarity	0.5897	NPC163678
Remote Similarity	0.5895	NPC473314
Remote Similarity	0.589	NPC48891
Remote Similarity	0.5882	NPC283619
Remote Similarity	0.5882	NPC477924
Remote Similarity	0.5876	NPC4834
Remote Similarity	0.5875	NPC96484
Remote Similarity	0.5875	NPC216460
Remote Similarity	0.5867	NPC122239
Remote Similarity	0.5867	NPC5698
Remote Similarity	0.5857	NPC261571
Remote Similarity	0.5854	NPC164022
Remote Similarity	0.5851	NPC476064
Remote Similarity	0.5844	NPC174956
Remote Similarity	0.5844	NPC83200
Remote Similarity	0.5843	NPC477584
Remote Similarity	0.5833	NPC133580
Remote Similarity	0.5833	NPC66566
Remote Similarity	0.5833	NPC192540
Remote Similarity	0.5833	NPC477923
Remote Similarity	0.5833	NPC279666
Remote Similarity	0.5833	NPC291503
Remote Similarity	0.5833	NPC476795
Remote Similarity	0.5823	NPC149680
Remote Similarity	0.5823	NPC267027
Remote Similarity	0.5823	NPC202017
Remote Similarity	0.5823	NPC326310
Remote Similarity	0.5802	NPC474248
Remote Similarity	0.58	NPC50815
Remote Similarity	0.58	NPC247060
Remote Similarity	0.5795	NPC475724
Remote Similarity	0.5795	NPC477582
Remote Similarity	0.5789	NPC252809
Remote Similarity	0.5789	NPC240506
Remote Similarity	0.5789	NPC323153
Remote Similarity	0.5789	NPC66020
Remote Similarity	0.5783	NPC265485
Remote Similarity	0.5783	NPC220939
Remote Similarity	0.5783	NPC247586
Remote Similarity	0.5783	NPC259049
Remote Similarity	0.5783	NPC474140
Remote Similarity	0.5778	NPC477199
Remote Similarity	0.5778	NPC477289
Remote Similarity	0.5775	NPC294358
Remote Similarity	0.5775	NPC40417
Remote Similarity	0.5773	NPC475503
Remote Similarity	0.5769	NPC225415
Remote Similarity	0.5769	NPC107540
Remote Similarity	0.5769	NPC234767
Remote Similarity	0.5765	NPC250621
Remote Similarity	0.5765	NPC274079
Remote Similarity	0.5765	NPC265588
Remote Similarity	0.5765	NPC321381
Remote Similarity	0.5765	NPC263582
Remote Similarity	0.5765	NPC96319
Remote Similarity	0.5765	NPC309399
Remote Similarity	0.5765	NPC321016
Remote Similarity	0.5765	NPC477925
Remote Similarity	0.5765	NPC107059
Remote Similarity	0.5765	NPC180886
Remote Similarity	0.5753	NPC148216
Remote Similarity	0.5753	NPC130209
Remote Similarity	0.5753	NPC148163
Remote Similarity	0.5753	NPC298299
Remote Similarity	0.575	NPC82337
Remote Similarity	0.5747	NPC53744
Remote Similarity	0.5747	NPC31258
Remote Similarity	0.5747	NPC199595
Remote Similarity	0.5747	NPC100906
Remote Similarity	0.5743	NPC90538
Remote Similarity	0.5733	NPC10017
Remote Similarity	0.5732	NPC475728
Remote Similarity	0.573	NPC477583
Remote Similarity	0.573	NPC477581
Remote Similarity	0.5714	NPC27395
Remote Similarity	0.5714	NPC147438
Remote Similarity	0.5714	NPC22134
Remote Similarity	0.5714	NPC329090
Remote Similarity	0.5714	NPC210346
Remote Similarity	0.5714	NPC237591
Remote Similarity	0.5714	NPC3753
Remote Similarity	0.5714	NPC329773
Remote Similarity	0.5699	NPC324405
Remote Similarity	0.5698	NPC165711
Remote Similarity	0.5698	NPC471897
Remote Similarity	0.5698	NPC471899
Remote Similarity	0.5698	NPC107039
Remote Similarity	0.5698	NPC197659
Remote Similarity	0.5698	NPC198968
Remote Similarity	0.5698	NPC266193
Remote Similarity	0.5698	NPC97377
Remote Similarity	0.5698	NPC318495
Remote Similarity	0.5698	NPC74995
Remote Similarity	0.5698	NPC91594
Remote Similarity	0.5698	NPC155986
Remote Similarity	0.5698	NPC257666
Remote Similarity	0.5698	NPC471798
Remote Similarity	0.5696	NPC287339
Remote Similarity	0.5696	NPC471200
Remote Similarity	0.5696	NPC61503
Remote Similarity	0.5682	NPC108955
Remote Similarity	0.5682	NPC2482
Remote Similarity	0.5679	NPC94192
Remote Similarity	0.5679	NPC32055
Remote Similarity	0.5679	NPC167527
Remote Similarity	0.5679	NPC160209
Remote Similarity	0.5676	NPC274396
Remote Similarity	0.5676	NPC264779
Remote Similarity	0.5676	NPC39068
Remote Similarity	0.567	NPC303045
Remote Similarity	0.567	NPC161972
Remote Similarity	0.5663	NPC477792
Remote Similarity	0.5663	NPC242992
Remote Similarity	0.5663	NPC167706
Remote Similarity	0.5663	NPC469343

Drug Structure

NPD15 OpenBabel08201723022D 37 38 0 0 1 0 0 0 0 0999 V2000 10.3196 -4.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4443 -3.8077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6024 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7820 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6024 -1.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9616 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7820 -2.3947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9616 -1.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4454 -3.2310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4443 -1.9292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8175 -1.7150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3207 -2.8684 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.6938 -2.6542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6927 -1.3524 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.3218 -4.1702 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 10.3196 -1.5666 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 7.0659 -1.1383 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7709 -1.0798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8910 -1.4442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0659 -4.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2411 -4.7694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0659 -3.3408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4163 -4.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2411 -2.8647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4163 -3.3408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8868 -2.0240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8910 -3.3327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2556 -3.5480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7667 -2.3885 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.1313 -2.6038 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1355 -3.9125 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7625 -1.0798 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7709 -3.6972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.1278 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3677 -0.4017 0.0000 Ca 0 2 0 0 0 15 0 0 0 0 0 0 2.5181 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8952 -4.6414 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 12 1 0 0 0 0 3 4 1 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 2 0 0 0 0 7 8 1 0 0 0 0 8 12 1 0 0 0 0 9 12 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 11 17 2 0 0 0 0 18 19 1 0 0 0 0 19 29 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 24 25 1 0 0 0 0 25 29 1 0 0 0 0 26 29 1 0 0 0 0 26 30 2 0 0 0 0 26 32 1 0 0 0 0 27 29 1 0 0 0 0 27 31 2 0 0 0 0 27 33 1 0 0 0 0 28 30 1 0 0 0 0 28 31 1 0 0 0 0 28 34 2 0 0 0 0 32 36 1 0 0 0 0 33 37 1 0 0 0 0 M CHG 3 15 -1 16 -1 35 2 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	236.12
ALogP	-1.1094
MLogP	2.23
XLogP	2.597
HDA	5
HBD	2
Rotatable Bonds	5
TPSA	82.25
RO5 Violation	0