NPASS drugs

Drug Information

Drug ID:	NPD6875
Drug Name:	Ivabradine Hydrochloride
Molecular Formula:	C27H36N2O5.ClH
Canonical SMILES:	COc1cc2C[C@@H](c2cc1OC)CN(CCCN1CCc2c(CC1=O)cc(c(c2)OC)OC)C.Cl
Standard InCHI:	InChI=1S/C27H36N2O5.ClH/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30;/h12-14,16,21H,6-11,15,17H2,1-5H3;1H/t21-;/m1./s1
Standard InCHIKey:	HLUKNZUABFFNQS-ZMBIFBSDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6875

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	188
0.1-0.2	1110
0.2-0.3	2978
0.3-0.4	9705
0.4-0.5	3139
0.5-0.6	9103
0.6-0.7	4383
0.7-0.8	280
0.8-0.85	4
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	0.8153	NPC119669
Intermediate Similarity	0.8067	NPC42793
Intermediate Similarity	0.8067	NPC167944
Intermediate Similarity	0.8067	NPC231884
Intermediate Similarity	0.7975	NPC153631
Intermediate Similarity	0.7844	NPC473748
Intermediate Similarity	0.7805	NPC135006
Intermediate Similarity	0.7778	NPC225745
Intermediate Similarity	0.7764	NPC58661
Intermediate Similarity	0.775	NPC478189
Intermediate Similarity	0.7742	NPC328750
Intermediate Similarity	0.7742	NPC213206
Intermediate Similarity	0.7742	NPC188163
Intermediate Similarity	0.7742	NPC474915
Intermediate Similarity	0.7742	NPC323204
Intermediate Similarity	0.7738	NPC86469
Intermediate Similarity	0.7719	NPC222524
Intermediate Similarity	0.7716	NPC470708
Intermediate Similarity	0.7697	NPC475780
Intermediate Similarity	0.7677	NPC314682
Intermediate Similarity	0.7667	NPC160193
Intermediate Similarity	0.7662	NPC194359
Intermediate Similarity	0.7662	NPC28641
Intermediate Similarity	0.7651	NPC172403
Intermediate Similarity	0.7647	NPC11147
Intermediate Similarity	0.7647	NPC303581
Intermediate Similarity	0.7647	NPC67978
Intermediate Similarity	0.7647	NPC180647
Intermediate Similarity	0.7643	NPC136860
Intermediate Similarity	0.7643	NPC476567
Intermediate Similarity	0.7643	NPC128019
Intermediate Similarity	0.7588	NPC164608
Intermediate Similarity	0.7558	NPC308267
Intermediate Similarity	0.7544	NPC227683
Intermediate Similarity	0.7516	NPC266425
Intermediate Similarity	0.7516	NPC7467
Intermediate Similarity	0.7484	NPC95485
Intermediate Similarity	0.7484	NPC89504
Intermediate Similarity	0.7484	NPC88065
Intermediate Similarity	0.7471	NPC284842
Intermediate Similarity	0.7469	NPC470088
Intermediate Similarity	0.7468	NPC908
Intermediate Similarity	0.7468	NPC138438
Intermediate Similarity	0.7455	NPC80129
Intermediate Similarity	0.7455	NPC187022
Intermediate Similarity	0.7453	NPC51957
Intermediate Similarity	0.7453	NPC106295
Intermediate Similarity	0.7453	NPC210437
Intermediate Similarity	0.7453	NPC476144
Intermediate Similarity	0.7453	NPC16107
Intermediate Similarity	0.7451	NPC118419
Intermediate Similarity	0.7443	NPC102760
Intermediate Similarity	0.7438	NPC185838
Intermediate Similarity	0.7416	NPC477259
Intermediate Similarity	0.7416	NPC169387
Intermediate Similarity	0.7414	NPC32064
Intermediate Similarity	0.7414	NPC35680
Intermediate Similarity	0.7407	NPC135538
Intermediate Similarity	0.7407	NPC475959
Intermediate Similarity	0.7407	NPC24233
Intermediate Similarity	0.7407	NPC147390
Intermediate Similarity	0.7407	NPC428
Intermediate Similarity	0.7407	NPC476571
Intermediate Similarity	0.7407	NPC246587
Intermediate Similarity	0.7401	NPC116007
Intermediate Similarity	0.7396	NPC476569
Intermediate Similarity	0.7391	NPC473934
Intermediate Similarity	0.7389	NPC231572
Intermediate Similarity	0.7386	NPC476570
Intermediate Similarity	0.7378	NPC8337
Intermediate Similarity	0.7378	NPC85747
Intermediate Similarity	0.7374	NPC208890
Intermediate Similarity	0.7371	NPC121400
Intermediate Similarity	0.7363	NPC470646
Intermediate Similarity	0.7361	NPC475815
Intermediate Similarity	0.7361	NPC473264
Intermediate Similarity	0.7349	NPC169742
Intermediate Similarity	0.7346	NPC476151
Intermediate Similarity	0.7346	NPC191376
Intermediate Similarity	0.7346	NPC321505
Intermediate Similarity	0.7346	NPC179825
Intermediate Similarity	0.7345	NPC138083
Intermediate Similarity	0.7345	NPC229234
Intermediate Similarity	0.7338	NPC318862
Intermediate Similarity	0.7333	NPC30216
Intermediate Similarity	0.7329	NPC469978
Intermediate Similarity	0.7329	NPC145304
Intermediate Similarity	0.7325	NPC220923
Intermediate Similarity	0.7325	NPC471182
Intermediate Similarity	0.7325	NPC470707
Intermediate Similarity	0.7325	NPC252107
Intermediate Similarity	0.7321	NPC216816
Intermediate Similarity	0.7318	NPC124626
Intermediate Similarity	0.7317	NPC97221
Intermediate Similarity	0.7317	NPC192768
Intermediate Similarity	0.7317	NPC151895
Intermediate Similarity	0.7317	NPC88249
Intermediate Similarity	0.7317	NPC220858
Intermediate Similarity	0.7315	NPC298486
Intermediate Similarity	0.7305	NPC247639
Intermediate Similarity	0.7305	NPC25084
Intermediate Similarity	0.7303	NPC223807
Intermediate Similarity	0.7301	NPC153644
Intermediate Similarity	0.7301	NPC130941
Intermediate Similarity	0.729	NPC160692
Intermediate Similarity	0.7288	NPC298339
Intermediate Similarity	0.7284	NPC290404
Intermediate Similarity	0.7283	NPC71124
Intermediate Similarity	0.7273	NPC476568
Intermediate Similarity	0.7273	NPC476579
Intermediate Similarity	0.7261	NPC301050
Intermediate Similarity	0.7261	NPC131204
Intermediate Similarity	0.7261	NPC7018
Intermediate Similarity	0.7261	NPC99078
Intermediate Similarity	0.7256	NPC477565
Intermediate Similarity	0.7256	NPC103379
Intermediate Similarity	0.7256	NPC211296
Intermediate Similarity	0.7256	NPC219162
Intermediate Similarity	0.7256	NPC469540
Intermediate Similarity	0.7256	NPC469539
Intermediate Similarity	0.7256	NPC92541
Intermediate Similarity	0.7255	NPC283079
Intermediate Similarity	0.7251	NPC231198
Intermediate Similarity	0.7237	NPC301713
Intermediate Similarity	0.7233	NPC470962
Intermediate Similarity	0.7232	NPC27887
Intermediate Similarity	0.7229	NPC210148
Intermediate Similarity	0.7229	NPC233029
Intermediate Similarity	0.7225	NPC241055
Intermediate Similarity	0.7222	NPC130926
Intermediate Similarity	0.7222	NPC165106
Intermediate Similarity	0.7215	NPC253429
Intermediate Similarity	0.7215	NPC248505
Intermediate Similarity	0.7215	NPC193528
Intermediate Similarity	0.7215	NPC95366
Intermediate Similarity	0.7207	NPC276120
Intermediate Similarity	0.7207	NPC83511
Intermediate Similarity	0.7202	NPC146288
Intermediate Similarity	0.7202	NPC57512
Intermediate Similarity	0.7197	NPC230698
Intermediate Similarity	0.7197	NPC205178
Intermediate Similarity	0.7197	NPC73883
Intermediate Similarity	0.7197	NPC277042
Intermediate Similarity	0.7197	NPC196609
Intermediate Similarity	0.7197	NPC251454
Intermediate Similarity	0.7197	NPC136330
Intermediate Similarity	0.7197	NPC255817
Intermediate Similarity	0.7192	NPC81067
Intermediate Similarity	0.7192	NPC9341
Intermediate Similarity	0.7191	NPC115906
Intermediate Similarity	0.7182	NPC64140
Intermediate Similarity	0.7182	NPC174122
Intermediate Similarity	0.7174	NPC477258
Intermediate Similarity	0.7171	NPC53305
Intermediate Similarity	0.7171	NPC257589
Intermediate Similarity	0.717	NPC210086
Intermediate Similarity	0.7169	NPC326316
Intermediate Similarity	0.7169	NPC81733
Intermediate Similarity	0.7167	NPC18306
Intermediate Similarity	0.716	NPC229218
Intermediate Similarity	0.716	NPC137920
Intermediate Similarity	0.716	NPC129603
Intermediate Similarity	0.716	NPC125134
Intermediate Similarity	0.716	NPC192597
Intermediate Similarity	0.716	NPC169214
Intermediate Similarity	0.716	NPC86455
Intermediate Similarity	0.716	NPC176030
Intermediate Similarity	0.716	NPC141817
Intermediate Similarity	0.7159	NPC207721
Intermediate Similarity	0.7152	NPC60538
Intermediate Similarity	0.7152	NPC470887
Intermediate Similarity	0.7152	NPC137172
Intermediate Similarity	0.7152	NPC145446
Intermediate Similarity	0.7152	NPC106606
Intermediate Similarity	0.7152	NPC207824
Intermediate Similarity	0.7152	NPC474691
Intermediate Similarity	0.7151	NPC284183
Intermediate Similarity	0.7151	NPC4138
Intermediate Similarity	0.7151	NPC121275
Intermediate Similarity	0.7143	NPC216459
Intermediate Similarity	0.7143	NPC41178
Intermediate Similarity	0.7143	NPC207757
Intermediate Similarity	0.7143	NPC127674
Intermediate Similarity	0.7143	NPC138487
Intermediate Similarity	0.7143	NPC193949
Intermediate Similarity	0.7143	NPC295691
Intermediate Similarity	0.7143	NPC5238
Intermediate Similarity	0.7143	NPC325871
Intermediate Similarity	0.7143	NPC204828
Intermediate Similarity	0.7143	NPC249797
Intermediate Similarity	0.7143	NPC184026
Intermediate Similarity	0.7143	NPC276588
Intermediate Similarity	0.7143	NPC54379
Intermediate Similarity	0.7143	NPC172765
Intermediate Similarity	0.7143	NPC319320
Intermediate Similarity	0.7143	NPC278799
Intermediate Similarity	0.7143	NPC2413
Intermediate Similarity	0.7143	NPC39701
Intermediate Similarity	0.7143	NPC469817
Intermediate Similarity	0.7143	NPC287757

Drug Structure

NPD6875 OpenBabel08211710072D 35 37 0 0 1 0 0 0 0 0999 V2000 4.3801 -7.2761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5574 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0410 -2.6907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.6567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -1.6567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2247 -4.8960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5195 -2.2214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9319 -5.6031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4836 -3.9301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6354 -2.6887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -6.1208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1432 -1.9142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6608 -3.8461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.2547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1011 -4.3918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -4.2547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7071 -6.8279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4361 -2.6213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6949 -3.5872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -5.1208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -6.1208 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0000 -5.1208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1091 -2.1730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3679 -3.1390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.3887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.3887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1018 -4.4292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6730 -6.5690 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4495 -3.6713 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7019 -5.3458 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8162 -1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3339 -3.3978 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5754 -4.1902 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 31 1 0 0 0 0 3 32 1 0 0 0 0 4 33 1 0 0 0 0 5 34 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 18 1 0 0 0 0 8 28 1 0 0 0 0 9 29 1 0 0 0 0 10 29 1 0 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 12 18 2 0 0 0 0 12 23 1 0 0 0 0 13 19 2 0 0 0 0 13 24 1 0 0 0 0 14 20 2 0 0 0 0 14 25 1 0 0 0 0 15 19 1 0 0 0 0 15 27 1 0 0 0 0 16 22 2 0 0 0 0 16 26 1 0 0 0 0 17 28 1 0 0 0 0 18 19 1 0 0 0 0 20 22 1 0 0 0 0 21 17 1 1 0 0 0 21 22 1 0 0 0 0 23 24 2 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 26 2 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 29 1 0 0 0 0 27 30 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	468.26
ALogP	-0.6626
MLogP	3.66
XLogP	2.573
HDA	3
HBD	0
Rotatable Bonds	15
TPSA	60.47
RO5 Violation	0