NPASS drugs

Drug Information

Drug ID:	NPD2189
Drug Name:	Tegaserod
Molecular Formula:	C16H23N5O
Canonical SMILES:	CCCCCNC(=N)N/N=C/c1c[nH]c2c1cc(OC)cc2
Standard InCHI:	InChI=1S/C16H23N5O/c1-3-4-5-8-18-16(17)21-20-11-12-10-19-15-7-6-13(22-2)9-14(12)15/h6-7,9-11,19H,3-5,8H2,1-2H3,(H3,17,18,21)/b20-11+
Standard InCHIKey:	IKBKZGMPCYNSLU-RGVLZGJSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2189

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	538
0.1-0.2	4011
0.2-0.3	8812
0.3-0.4	10075
0.4-0.5	4374
0.5-0.6	1768
0.6-0.7	1030
0.7-0.8	261
0.8-0.85	14
0.85-0.9	3
0.9-0.95	3
0.95-1	1

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	NPC476465
High Similarity	0.913	NPC76748
High Similarity	0.9081	NPC92111
High Similarity	0.9076	NPC296527
High Similarity	0.8984	NPC307963
High Similarity	0.8691	NPC251090
High Similarity	0.8513	NPC176538
Intermediate Similarity	0.8404	NPC176127
Intermediate Similarity	0.8368	NPC171171
Intermediate Similarity	0.836	NPC204717
Intermediate Similarity	0.8316	NPC314002
Intermediate Similarity	0.8308	NPC13880
Intermediate Similarity	0.8307	NPC220765
Intermediate Similarity	0.8284	NPC266931
Intermediate Similarity	0.8276	NPC208284
Intermediate Similarity	0.8154	NPC99666
Intermediate Similarity	0.8146	NPC316981
Intermediate Similarity	0.8095	NPC184964
Intermediate Similarity	0.8069	NPC285558
Intermediate Similarity	0.805	NPC329793
Intermediate Similarity	0.801	NPC232727
Intermediate Similarity	0.7981	NPC470549
Intermediate Similarity	0.796	NPC121772
Intermediate Similarity	0.796	NPC315957
Intermediate Similarity	0.7943	NPC170114
Intermediate Similarity	0.794	NPC242209
Intermediate Similarity	0.7931	NPC245816
Intermediate Similarity	0.7931	NPC476138
Intermediate Similarity	0.79	NPC156704
Intermediate Similarity	0.79	NPC77555
Intermediate Similarity	0.7887	NPC84478
Intermediate Similarity	0.7871	NPC19872
Intermediate Similarity	0.7808	NPC180504
Intermediate Similarity	0.7788	NPC167860
Intermediate Similarity	0.7788	NPC123976
Intermediate Similarity	0.7766	NPC46580
Intermediate Similarity	0.7727	NPC32771
Intermediate Similarity	0.7718	NPC475070
Intermediate Similarity	0.7714	NPC26679
Intermediate Similarity	0.7711	NPC131017
Intermediate Similarity	0.7703	NPC471304
Intermediate Similarity	0.7703	NPC11464
Intermediate Similarity	0.7696	NPC315491
Intermediate Similarity	0.7696	NPC45459
Intermediate Similarity	0.767	NPC475774
Intermediate Similarity	0.767	NPC223427
Intermediate Similarity	0.7662	NPC106937
Intermediate Similarity	0.7656	NPC185782
Intermediate Similarity	0.761	NPC329747
Intermediate Similarity	0.761	NPC213308
Intermediate Similarity	0.7608	NPC82548
Intermediate Similarity	0.7604	NPC130570
Intermediate Similarity	0.7593	NPC310118
Intermediate Similarity	0.7593	NPC473317
Intermediate Similarity	0.7585	NPC162484
Intermediate Similarity	0.7581	NPC193267
Intermediate Similarity	0.7581	NPC213530
Intermediate Similarity	0.7569	NPC125597
Intermediate Similarity	0.755	NPC242928
Intermediate Similarity	0.7547	NPC94157
Intermediate Similarity	0.7537	NPC326634
Intermediate Similarity	0.7536	NPC5145
Intermediate Similarity	0.7523	NPC469554
Intermediate Similarity	0.7513	NPC131718
Intermediate Similarity	0.7512	NPC476287
Intermediate Similarity	0.7512	NPC477610
Intermediate Similarity	0.7512	NPC478074
Intermediate Similarity	0.75	NPC295228
Intermediate Similarity	0.75	NPC74360
Intermediate Similarity	0.75	NPC222018
Intermediate Similarity	0.7476	NPC88008
Intermediate Similarity	0.7476	NPC193777
Intermediate Similarity	0.7464	NPC264166
Intermediate Similarity	0.7464	NPC274291
Intermediate Similarity	0.7464	NPC47059
Intermediate Similarity	0.7464	NPC118832
Intermediate Similarity	0.7464	NPC165349
Intermediate Similarity	0.7464	NPC329708
Intermediate Similarity	0.7454	NPC96321
Intermediate Similarity	0.7452	NPC135887
Intermediate Similarity	0.7452	NPC199277
Intermediate Similarity	0.7449	NPC96890
Intermediate Similarity	0.7444	NPC101543
Intermediate Similarity	0.7442	NPC8022
Intermediate Similarity	0.7442	NPC470799
Intermediate Similarity	0.744	NPC234197
Intermediate Similarity	0.7438	NPC195268
Intermediate Similarity	0.7438	NPC133140
Intermediate Similarity	0.7435	NPC102423
Intermediate Similarity	0.7435	NPC311276
Intermediate Similarity	0.7431	NPC60621
Intermediate Similarity	0.7424	NPC474798
Intermediate Similarity	0.7421	NPC110151
Intermediate Similarity	0.7421	NPC157931
Intermediate Similarity	0.7411	NPC88363
Intermediate Similarity	0.7407	NPC476041
Intermediate Similarity	0.7407	NPC304926
Intermediate Similarity	0.7402	NPC84853
Intermediate Similarity	0.7398	NPC224764
Intermediate Similarity	0.7397	NPC280272
Intermediate Similarity	0.7391	NPC287437
Intermediate Similarity	0.7387	NPC314954
Intermediate Similarity	0.7385	NPC313791
Intermediate Similarity	0.7383	NPC128084
Intermediate Similarity	0.7379	NPC70956
Intermediate Similarity	0.7379	NPC243834
Intermediate Similarity	0.7379	NPC267928
Intermediate Similarity	0.7373	NPC477609
Intermediate Similarity	0.7368	NPC230869
Intermediate Similarity	0.7358	NPC475910
Intermediate Similarity	0.7358	NPC160105
Intermediate Similarity	0.7358	NPC171787
Intermediate Similarity	0.7356	NPC249040
Intermediate Similarity	0.7353	NPC324149
Intermediate Similarity	0.735	NPC284678
Intermediate Similarity	0.7346	NPC45190
Intermediate Similarity	0.7346	NPC472111
Intermediate Similarity	0.7346	NPC300156
Intermediate Similarity	0.7343	NPC72211
Intermediate Similarity	0.734	NPC469763
Intermediate Similarity	0.734	NPC469760
Intermediate Similarity	0.734	NPC73952
Intermediate Similarity	0.734	NPC469786
Intermediate Similarity	0.734	NPC469765
Intermediate Similarity	0.734	NPC259644
Intermediate Similarity	0.734	NPC25008
Intermediate Similarity	0.7339	NPC292958
Intermediate Similarity	0.733	NPC194967
Intermediate Similarity	0.733	NPC70259
Intermediate Similarity	0.7324	NPC201697
Intermediate Similarity	0.7323	NPC42979
Intermediate Similarity	0.7313	NPC163421
Intermediate Similarity	0.7313	NPC188387
Intermediate Similarity	0.7308	NPC128823
Intermediate Similarity	0.7308	NPC476167
Intermediate Similarity	0.7308	NPC476582
Intermediate Similarity	0.7308	NPC476578
Intermediate Similarity	0.7308	NPC4071
Intermediate Similarity	0.7306	NPC472099
Intermediate Similarity	0.7306	NPC132642
Intermediate Similarity	0.7302	NPC75540
Intermediate Similarity	0.7302	NPC80597
Intermediate Similarity	0.7302	NPC212376
Intermediate Similarity	0.7302	NPC70922
Intermediate Similarity	0.7302	NPC219087
Intermediate Similarity	0.7302	NPC211572
Intermediate Similarity	0.7291	NPC128751
Intermediate Similarity	0.7291	NPC246700
Intermediate Similarity	0.7285	NPC122436
Intermediate Similarity	0.7282	NPC43787
Intermediate Similarity	0.7282	NPC205934
Intermediate Similarity	0.7281	NPC11408
Intermediate Similarity	0.7273	NPC477019
Intermediate Similarity	0.7269	NPC471080
Intermediate Similarity	0.7269	NPC469592
Intermediate Similarity	0.7268	NPC49954
Intermediate Similarity	0.7268	NPC49217
Intermediate Similarity	0.7268	NPC474561
Intermediate Similarity	0.7263	NPC469785
Intermediate Similarity	0.7261	NPC39092
Intermediate Similarity	0.7261	NPC171393
Intermediate Similarity	0.7261	NPC295452
Intermediate Similarity	0.726	NPC192315
Intermediate Similarity	0.7255	NPC106833
Intermediate Similarity	0.7255	NPC469497
Intermediate Similarity	0.7249	NPC26872
Intermediate Similarity	0.7243	NPC80596
Intermediate Similarity	0.7243	NPC476116
Intermediate Similarity	0.7237	NPC15801
Intermediate Similarity	0.7236	NPC72980
Intermediate Similarity	0.7234	NPC105818
Intermediate Similarity	0.7234	NPC24678
Intermediate Similarity	0.723	NPC313189
Intermediate Similarity	0.7225	NPC469762
Intermediate Similarity	0.7222	NPC48353
Intermediate Similarity	0.722	NPC153467
Intermediate Similarity	0.7217	NPC217554
Intermediate Similarity	0.7217	NPC476581
Intermediate Similarity	0.7217	NPC36229
Intermediate Similarity	0.7217	NPC16452
Intermediate Similarity	0.7208	NPC314603
Intermediate Similarity	0.7202	NPC177404
Intermediate Similarity	0.7202	NPC282231
Intermediate Similarity	0.7189	NPC162530
Intermediate Similarity	0.7188	NPC478078
Intermediate Similarity	0.7184	NPC477167
Intermediate Similarity	0.7184	NPC473342
Intermediate Similarity	0.7183	NPC470164
Intermediate Similarity	0.7183	NPC323345
Intermediate Similarity	0.7166	NPC143872
Intermediate Similarity	0.7163	NPC174672
Intermediate Similarity	0.7163	NPC174758
Intermediate Similarity	0.7163	NPC473181
Intermediate Similarity	0.7156	NPC311906
Intermediate Similarity	0.7156	NPC267423
Intermediate Similarity	0.715	NPC279918
Intermediate Similarity	0.715	NPC321428
Intermediate Similarity	0.715	NPC193238
Intermediate Similarity	0.7149	NPC276657
Intermediate Similarity	0.7143	NPC187558

Drug Structure

NPD2189 OpenBabel08211701392D 26 27 0 0 0 0 0 0 0 0999 V2000 0.1533 9.5538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5158 8.8107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2068 7.8596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8760 7.1165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5669 6.1654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 4.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 4.2633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2361 5.4223 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 2.7770 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 3.7281 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 5.0064 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2142 5.6302 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 3.9360 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 22 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 12 2 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 20 2 0 0 0 0 12 14 1 0 0 0 0 13 22 1 0 0 0 0 14 15 2 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001526
DrugBank	DB01079
ChEMBL	CHEMBL76370
IUPHAR/BPS
PharmaGKB	PA130413154
KEGG Drug	D06056
PubChem CID
ChEBI	51043
CAS Number	145158-71-0

Drug Properties

Molecular Weight	301.19
ALogP	-1.777
MLogP	2.56
XLogP	4.6
HDA	5
HBD	4
Rotatable Bonds	11
TPSA	85.29
RO5 Violation	0