NPASS drugs

Drug Information

Drug ID:	NPD6315
Drug Name:	Ronacaleret
Molecular Formula:	C25H31F2NO4
Canonical SMILES:	O[C@@H](COc1cc(CCC(=O)O)cc(c1F)F)CNC(CC1Cc2c(C1)cccc2)(C)C
Standard InCHI:	InChI=1S/C25H31F2NO4/c1-25(2,13-17-9-18-5-3-4-6-19(18)10-17)28-14-20(29)15-32-22-12-16(7-8-23(30)31)11-21(26)24(22)27/h3-6,11-12,17,20,28-29H,7-10,13-15H2,1-2H3,(H,30,31)/t20-/m1/s1
Standard InCHIKey:	FQJISUPNMFRIFZ-HXUWFJFHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6315

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	130
0.1-0.2	712
0.2-0.3	1823
0.3-0.4	5761
0.4-0.5	7954
0.5-0.6	8886
0.6-0.7	5582
0.7-0.8	40
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	0.8117	NPC318591
Intermediate Similarity	0.8117	NPC231163
Intermediate Similarity	0.7962	NPC204546
Intermediate Similarity	0.7692	NPC158900
Intermediate Similarity	0.7516	NPC141739
Intermediate Similarity	0.7516	NPC320242
Intermediate Similarity	0.7516	NPC136112
Intermediate Similarity	0.7386	NPC328267
Intermediate Similarity	0.7342	NPC97870
Intermediate Similarity	0.7342	NPC247018
Intermediate Similarity	0.7342	NPC307123
Intermediate Similarity	0.7233	NPC470392
Intermediate Similarity	0.7205	NPC300776
Intermediate Similarity	0.7205	NPC176814
Intermediate Similarity	0.7205	NPC68779
Intermediate Similarity	0.7205	NPC4982
Intermediate Similarity	0.7205	NPC5310
Intermediate Similarity	0.7195	NPC66518
Intermediate Similarity	0.7158	NPC229234
Intermediate Similarity	0.7152	NPC100675
Intermediate Similarity	0.7152	NPC29599
Intermediate Similarity	0.7143	NPC469479
Intermediate Similarity	0.7126	NPC313414
Intermediate Similarity	0.7107	NPC241354
Intermediate Similarity	0.7093	NPC56635
Intermediate Similarity	0.7089	NPC223807
Intermediate Similarity	0.7083	NPC132771
Intermediate Similarity	0.7073	NPC318984
Intermediate Similarity	0.7073	NPC328137
Intermediate Similarity	0.7073	NPC259800
Intermediate Similarity	0.7073	NPC241086
Intermediate Similarity	0.7073	NPC317741
Intermediate Similarity	0.7073	NPC318028
Intermediate Similarity	0.7073	NPC282087
Intermediate Similarity	0.7055	NPC113295
Intermediate Similarity	0.7045	NPC313375
Intermediate Similarity	0.7045	NPC314725
Intermediate Similarity	0.7022	NPC474858
Intermediate Similarity	0.7012	NPC90431
Intermediate Similarity	0.7011	NPC476443
Intermediate Similarity	0.7011	NPC473562
Intermediate Similarity	0.7011	NPC133817
Remote Similarity	0.6995	NPC329816
Remote Similarity	0.6994	NPC477564
Remote Similarity	0.6994	NPC2295
Remote Similarity	0.6994	NPC212699
Remote Similarity	0.6994	NPC207675
Remote Similarity	0.6977	NPC158635
Remote Similarity	0.6977	NPC76213
Remote Similarity	0.6977	NPC229882
Remote Similarity	0.6977	NPC277669
Remote Similarity	0.697	NPC197239
Remote Similarity	0.697	NPC326860
Remote Similarity	0.6966	NPC469505
Remote Similarity	0.6966	NPC35345
Remote Similarity	0.6959	NPC207824
Remote Similarity	0.6959	NPC60538
Remote Similarity	0.6959	NPC95990
Remote Similarity	0.6952	NPC230098
Remote Similarity	0.6946	NPC166137
Remote Similarity	0.6946	NPC282291
Remote Similarity	0.6937	NPC226661
Remote Similarity	0.6927	NPC329717
Remote Similarity	0.6923	NPC17760
Remote Similarity	0.6914	NPC37205
Remote Similarity	0.6914	NPC160931
Remote Similarity	0.691	NPC293871
Remote Similarity	0.691	NPC124433
Remote Similarity	0.6908	NPC51345
Remote Similarity	0.6905	NPC253722
Remote Similarity	0.6905	NPC253481
Remote Similarity	0.6905	NPC31751
Remote Similarity	0.6905	NPC52664
Remote Similarity	0.6903	NPC321133
Remote Similarity	0.6899	NPC111088
Remote Similarity	0.6895	NPC94499
Remote Similarity	0.6886	NPC323204
Remote Similarity	0.6882	NPC247221
Remote Similarity	0.6882	NPC206061
Remote Similarity	0.6882	NPC223185
Remote Similarity	0.6867	NPC281780
Remote Similarity	0.6865	NPC474745
Remote Similarity	0.6864	NPC106920
Remote Similarity	0.6864	NPC273657
Remote Similarity	0.6862	NPC162694
Remote Similarity	0.686	NPC470082
Remote Similarity	0.6859	NPC469815
Remote Similarity	0.6859	NPC469816
Remote Similarity	0.6857	NPC299706
Remote Similarity	0.6857	NPC105942
Remote Similarity	0.6857	NPC473236
Remote Similarity	0.6857	NPC115466
Remote Similarity	0.6857	NPC61604
Remote Similarity	0.6857	NPC245615
Remote Similarity	0.6857	NPC205392
Remote Similarity	0.6855	NPC280767
Remote Similarity	0.6852	NPC45191
Remote Similarity	0.6852	NPC137427
Remote Similarity	0.6852	NPC65935
Remote Similarity	0.6852	NPC215941
Remote Similarity	0.6852	NPC244246
Remote Similarity	0.6852	NPC319282
Remote Similarity	0.6852	NPC275724
Remote Similarity	0.6852	NPC311419
Remote Similarity	0.6852	NPC123196
Remote Similarity	0.6848	NPC106606
Remote Similarity	0.6848	NPC474470
Remote Similarity	0.6839	NPC234956
Remote Similarity	0.6836	NPC59028
Remote Similarity	0.6836	NPC92191
Remote Similarity	0.6836	NPC67080
Remote Similarity	0.6833	NPC196091
Remote Similarity	0.6833	NPC326278
Remote Similarity	0.6829	NPC205915
Remote Similarity	0.6825	NPC474059
Remote Similarity	0.6824	NPC473090
Remote Similarity	0.6821	NPC274026
Remote Similarity	0.6818	NPC76308
Remote Similarity	0.6818	NPC303950
Remote Similarity	0.6818	NPC325295
Remote Similarity	0.6811	NPC121400
Remote Similarity	0.6811	NPC474325
Remote Similarity	0.6798	NPC63931
Remote Similarity	0.6793	NPC329969
Remote Similarity	0.6793	NPC304675
Remote Similarity	0.6791	NPC128683
Remote Similarity	0.6791	NPC299806
Remote Similarity	0.6791	NPC315542
Remote Similarity	0.6788	NPC67247
Remote Similarity	0.678	NPC186316
Remote Similarity	0.6776	NPC108434
Remote Similarity	0.6776	NPC475215
Remote Similarity	0.6772	NPC124626
Remote Similarity	0.6768	NPC470160
Remote Similarity	0.6766	NPC231719
Remote Similarity	0.6766	NPC52968
Remote Similarity	0.6765	NPC477696
Remote Similarity	0.6765	NPC470811
Remote Similarity	0.6765	NPC477697
Remote Similarity	0.6761	NPC65591
Remote Similarity	0.6761	NPC178574
Remote Similarity	0.6761	NPC287757
Remote Similarity	0.6761	NPC319320
Remote Similarity	0.676	NPC71205
Remote Similarity	0.676	NPC209473
Remote Similarity	0.676	NPC471396
Remote Similarity	0.6757	NPC35680
Remote Similarity	0.6757	NPC237044
Remote Similarity	0.6755	NPC475981
Remote Similarity	0.6755	NPC276120
Remote Similarity	0.6755	NPC474746
Remote Similarity	0.6754	NPC319549
Remote Similarity	0.675	NPC53305
Remote Similarity	0.675	NPC3221
Remote Similarity	0.675	NPC65310
Remote Similarity	0.675	NPC257589
Remote Similarity	0.6748	NPC475102
Remote Similarity	0.6747	NPC475029
Remote Similarity	0.6747	NPC476018
Remote Similarity	0.6747	NPC211386
Remote Similarity	0.6747	NPC475011
Remote Similarity	0.6747	NPC252343
Remote Similarity	0.6747	NPC470990
Remote Similarity	0.6746	NPC78987
Remote Similarity	0.6746	NPC323601
Remote Similarity	0.6746	NPC82336
Remote Similarity	0.6744	NPC3982
Remote Similarity	0.6744	NPC324081
Remote Similarity	0.6743	NPC475890
Remote Similarity	0.6743	NPC82285
Remote Similarity	0.6743	NPC178048
Remote Similarity	0.6743	NPC133011
Remote Similarity	0.6742	NPC478055
Remote Similarity	0.6742	NPC163635
Remote Similarity	0.6739	NPC329992
Remote Similarity	0.6737	NPC283207
Remote Similarity	0.6736	NPC125924
Remote Similarity	0.6736	NPC33256
Remote Similarity	0.6736	NPC308709
Remote Similarity	0.6734	NPC11708
Remote Similarity	0.673	NPC244876
Remote Similarity	0.673	NPC470887
Remote Similarity	0.6727	NPC470441
Remote Similarity	0.6726	NPC83289
Remote Similarity	0.6726	NPC265335
Remote Similarity	0.6726	NPC189724
Remote Similarity	0.6726	NPC57976
Remote Similarity	0.6726	NPC212850
Remote Similarity	0.6724	NPC253591
Remote Similarity	0.6722	NPC218614
Remote Similarity	0.6722	NPC73422
Remote Similarity	0.6722	NPC473502
Remote Similarity	0.6722	NPC310399
Remote Similarity	0.6722	NPC233650
Remote Similarity	0.6721	NPC164608
Remote Similarity	0.6708	NPC127937
Remote Similarity	0.6708	NPC92207
Remote Similarity	0.6708	NPC474476
Remote Similarity	0.6707	NPC41473
Remote Similarity	0.6707	NPC88667

Drug Structure

NPD6315 OpenBabel08211709092D 35 37 0 0 1 0 0 0 0 0999 V2000 -4.0000 4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8660 3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7976 -1.3506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9315 -0.8506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6636 -0.8506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9315 0.1494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4067 0.8185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0055 1.6275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6636 0.1494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7976 0.6494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 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 -4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 18 2 0 0 0 0 6 19 2 0 0 0 0 7 8 1 0 0 0 0 7 16 1 0 0 0 0 8 23 1 0 0 0 0 9 17 1 0 0 0 0 9 18 1 0 0 0 0 10 17 1 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 12 22 2 0 0 0 0 13 17 1 0 0 0 0 13 25 1 0 0 0 0 14 28 1 0 0 0 0 15 20 1 0 0 0 0 15 32 1 0 0 0 0 18 19 1 0 0 0 0 20 14 1 1 0 0 0 20 29 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 22 32 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000630
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10345214
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.22
ALogP	0.7476
MLogP	3.44
XLogP	6.424
HDA	4
HBD	3
Rotatable Bonds	17
TPSA	78.79
RO5 Violation	2