NPASS drugs

Drug Information

Drug ID:	NPD4666
Drug Name:	Ritobegron
Molecular Formula:	C21H27NO5
Canonical SMILES:	OC(=O)COc1cc(C)c(cc1C)CCN[C@H]([C@@H](c1ccc(cc1)O)O)C
Standard InCHI:	InChI=1S/C21H27NO5/c1-13-11-19(27-12-20(24)25)14(2)10-17(13)8-9-22-15(3)21(26)16-4-6-18(23)7-5-16/h4-7,10-11,15,21-23,26H,8-9,12H2,1-3H3,(H,24,25)/t15-,21-/m0/s1
Standard InCHIKey:	VMMYRRFPMAGXNP-BTYIYWSLSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4666

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	141
0.1-0.2	808
0.2-0.3	2341
0.3-0.4	7280
0.4-0.5	5956
0.5-0.6	4976
0.6-0.7	8879
0.7-0.8	506
0.8-0.85	3
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	0.8301	NPC318591
Intermediate Similarity	0.8301	NPC231163
Intermediate Similarity	0.8141	NPC204546
Intermediate Similarity	0.7882	NPC195392
Intermediate Similarity	0.7719	NPC209377
Intermediate Similarity	0.7714	NPC329969
Intermediate Similarity	0.7697	NPC136112
Intermediate Similarity	0.7697	NPC320242
Intermediate Similarity	0.7697	NPC141739
Intermediate Similarity	0.7684	NPC32154
Intermediate Similarity	0.7674	NPC56887
Intermediate Similarity	0.7674	NPC223077
Intermediate Similarity	0.7674	NPC193853
Intermediate Similarity	0.767	NPC241704
Intermediate Similarity	0.7665	NPC2295
Intermediate Similarity	0.7665	NPC477564
Intermediate Similarity	0.7657	NPC192135
Intermediate Similarity	0.7657	NPC66341
Intermediate Similarity	0.7657	NPC477020
Intermediate Similarity	0.7647	NPC158900
Intermediate Similarity	0.7644	NPC477562
Intermediate Similarity	0.7644	NPC26240
Intermediate Similarity	0.7644	NPC69712
Intermediate Similarity	0.7637	NPC475754
Intermediate Similarity	0.7633	NPC79328
Intermediate Similarity	0.7616	NPC169743
Intermediate Similarity	0.7607	NPC313414
Intermediate Similarity	0.7602	NPC469479
Intermediate Similarity	0.7572	NPC476573
Intermediate Similarity	0.7572	NPC35627
Intermediate Similarity	0.7572	NPC81247
Intermediate Similarity	0.7561	NPC86069
Intermediate Similarity	0.7558	NPC293871
Intermediate Similarity	0.7558	NPC124433
Intermediate Similarity	0.7545	NPC277669
Intermediate Similarity	0.7545	NPC76213
Intermediate Similarity	0.753	NPC207824
Intermediate Similarity	0.753	NPC60538
Intermediate Similarity	0.7529	NPC210140
Intermediate Similarity	0.7529	NPC150879
Intermediate Similarity	0.7516	NPC97870
Intermediate Similarity	0.7516	NPC247018
Intermediate Similarity	0.7516	NPC307123
Intermediate Similarity	0.7514	NPC134858
Intermediate Similarity	0.75	NPC476575
Intermediate Similarity	0.75	NPC114124
Intermediate Similarity	0.7486	NPC474507
Intermediate Similarity	0.7485	NPC131971
Intermediate Similarity	0.7471	NPC29647
Intermediate Similarity	0.7471	NPC124657
Intermediate Similarity	0.7471	NPC188120
Intermediate Similarity	0.7471	NPC37205
Intermediate Similarity	0.7471	NPC160931
Intermediate Similarity	0.7471	NPC286790
Intermediate Similarity	0.7471	NPC53146
Intermediate Similarity	0.7459	NPC135772
Intermediate Similarity	0.7457	NPC233650
Intermediate Similarity	0.7455	NPC163898
Intermediate Similarity	0.7444	NPC312918
Intermediate Similarity	0.7444	NPC477561
Intermediate Similarity	0.7444	NPC155442
Intermediate Similarity	0.7444	NPC476574
Intermediate Similarity	0.7414	NPC255607
Intermediate Similarity	0.7414	NPC469505
Intermediate Similarity	0.7414	NPC3375
Intermediate Similarity	0.7405	NPC117717
Intermediate Similarity	0.7399	NPC60186
Intermediate Similarity	0.7396	NPC11708
Intermediate Similarity	0.7391	NPC14600
Intermediate Similarity	0.7391	NPC160607
Intermediate Similarity	0.7391	NPC204848
Intermediate Similarity	0.7391	NPC312770
Intermediate Similarity	0.7391	NPC41473
Intermediate Similarity	0.7389	NPC220961
Intermediate Similarity	0.7384	NPC221864
Intermediate Similarity	0.7384	NPC7393
Intermediate Similarity	0.7374	NPC476577
Intermediate Similarity	0.7374	NPC148709
Intermediate Similarity	0.7374	NPC173416
Intermediate Similarity	0.7356	NPC324144
Intermediate Similarity	0.7353	NPC475557
Intermediate Similarity	0.7349	NPC132771
Intermediate Similarity	0.7342	NPC326599
Intermediate Similarity	0.7342	NPC249425
Intermediate Similarity	0.7342	NPC329595
Intermediate Similarity	0.7341	NPC18402
Intermediate Similarity	0.7341	NPC271388
Intermediate Similarity	0.7341	NPC230956
Intermediate Similarity	0.7341	NPC119649
Intermediate Similarity	0.7341	NPC205255
Intermediate Similarity	0.7341	NPC235143
Intermediate Similarity	0.733	NPC12053
Intermediate Similarity	0.733	NPC81218
Intermediate Similarity	0.733	NPC474931
Intermediate Similarity	0.733	NPC158376
Intermediate Similarity	0.733	NPC306555
Intermediate Similarity	0.733	NPC145832
Intermediate Similarity	0.733	NPC117188
Intermediate Similarity	0.733	NPC205421
Intermediate Similarity	0.7321	NPC303013
Intermediate Similarity	0.7321	NPC477565
Intermediate Similarity	0.7321	NPC159697
Intermediate Similarity	0.7321	NPC130959
Intermediate Similarity	0.7321	NPC474940
Intermediate Similarity	0.7321	NPC103379
Intermediate Similarity	0.7321	NPC474795
Intermediate Similarity	0.7318	NPC477558
Intermediate Similarity	0.7317	NPC265075
Intermediate Similarity	0.7314	NPC96603
Intermediate Similarity	0.7314	NPC13504
Intermediate Similarity	0.7314	NPC78222
Intermediate Similarity	0.7314	NPC253043
Intermediate Similarity	0.7314	NPC477563
Intermediate Similarity	0.7314	NPC306843
Intermediate Similarity	0.7314	NPC196447
Intermediate Similarity	0.7314	NPC136508
Intermediate Similarity	0.7314	NPC212794
Intermediate Similarity	0.7308	NPC275132
Intermediate Similarity	0.7308	NPC248642
Intermediate Similarity	0.7308	NPC470724
Intermediate Similarity	0.7305	NPC476151
Intermediate Similarity	0.7305	NPC471608
Intermediate Similarity	0.7303	NPC108434
Intermediate Similarity	0.7303	NPC475215
Intermediate Similarity	0.7299	NPC79402
Intermediate Similarity	0.7299	NPC80759
Intermediate Similarity	0.7294	NPC26601
Intermediate Similarity	0.7293	NPC99179
Intermediate Similarity	0.7293	NPC126284
Intermediate Similarity	0.7293	NPC267408
Intermediate Similarity	0.7288	NPC204908
Intermediate Similarity	0.7288	NPC83198
Intermediate Similarity	0.7284	NPC29799
Intermediate Similarity	0.7284	NPC156502
Intermediate Similarity	0.7284	NPC209985
Intermediate Similarity	0.7284	NPC54743
Intermediate Similarity	0.7284	NPC177160
Intermediate Similarity	0.7284	NPC10737
Intermediate Similarity	0.7284	NPC263367
Intermediate Similarity	0.7284	NPC477939
Intermediate Similarity	0.7273	NPC186033
Intermediate Similarity	0.7268	NPC156576
Intermediate Similarity	0.7267	NPC187616
Intermediate Similarity	0.7267	NPC170503
Intermediate Similarity	0.7267	NPC49603
Intermediate Similarity	0.7267	NPC193026
Intermediate Similarity	0.7267	NPC473054
Intermediate Similarity	0.7267	NPC126519
Intermediate Similarity	0.7267	NPC203784
Intermediate Similarity	0.7263	NPC2314
Intermediate Similarity	0.7262	NPC474397
Intermediate Similarity	0.7262	NPC147390
Intermediate Similarity	0.7262	NPC24233
Intermediate Similarity	0.7262	NPC428
Intermediate Similarity	0.7262	NPC476571
Intermediate Similarity	0.7262	NPC135538
Intermediate Similarity	0.7262	NPC246587
Intermediate Similarity	0.7261	NPC473993
Intermediate Similarity	0.7261	NPC469386
Intermediate Similarity	0.7257	NPC1229
Intermediate Similarity	0.7256	NPC66518
Intermediate Similarity	0.7251	NPC212699
Intermediate Similarity	0.7251	NPC207675
Intermediate Similarity	0.7247	NPC152212
Intermediate Similarity	0.7244	NPC470726
Intermediate Similarity	0.7243	NPC476576
Intermediate Similarity	0.7243	NPC186546
Intermediate Similarity	0.7241	NPC226428
Intermediate Similarity	0.7241	NPC27410
Intermediate Similarity	0.7241	NPC166014
Intermediate Similarity	0.7239	NPC299583
Intermediate Similarity	0.7233	NPC470727
Intermediate Similarity	0.7233	NPC143483
Intermediate Similarity	0.7229	NPC294249
Intermediate Similarity	0.7225	NPC40389
Intermediate Similarity	0.7225	NPC64576
Intermediate Similarity	0.7225	NPC151470
Intermediate Similarity	0.7225	NPC78359
Intermediate Similarity	0.7225	NPC201055
Intermediate Similarity	0.7225	NPC65490
Intermediate Similarity	0.7225	NPC254045
Intermediate Similarity	0.7225	NPC129603
Intermediate Similarity	0.7225	NPC148014
Intermediate Similarity	0.7225	NPC315707
Intermediate Similarity	0.7225	NPC156348
Intermediate Similarity	0.7219	NPC211296
Intermediate Similarity	0.7219	NPC236166
Intermediate Similarity	0.7212	NPC471414
Intermediate Similarity	0.7209	NPC469817
Intermediate Similarity	0.7209	NPC193949
Intermediate Similarity	0.7209	NPC127674
Intermediate Similarity	0.7209	NPC276588
Intermediate Similarity	0.7209	NPC54379
Intermediate Similarity	0.7209	NPC5238
Intermediate Similarity	0.7209	NPC204828
Intermediate Similarity	0.7209	NPC39701
Intermediate Similarity	0.7209	NPC295691
Intermediate Similarity	0.7209	NPC189266
Intermediate Similarity	0.7209	NPC172765
Intermediate Similarity	0.7209	NPC249797

Drug Structure

NPD4666 OpenBabel08211705262D 31 32 0 0 1 0 0 0 0 0999 V2000 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 4 6 1 0 0 0 0 4 16 2 0 0 0 0 5 7 2 0 0 0 0 5 16 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 10 17 2 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 12 27 1 0 0 0 0 13 17 1 0 0 0 0 14 19 2 0 0 0 0 15 3 1 6 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 16 21 1 0 0 0 0 18 23 1 0 0 0 0 19 27 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 26 1 6 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 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	373.19
ALogP	-0.435
MLogP	3.11
XLogP	2.93
HDA	4
HBD	4
Rotatable Bonds	15
TPSA	99.02
RO5 Violation	0