NPASS drugs

Drug Information

Drug ID:	NPD4166
Drug Name:	Carmegliptin
Molecular Formula:	C20H28FN3O3
Canonical SMILES:	FC[C@H]1CC(=O)N(C1)[C@H]1CN2CCc3c([C@@H]2C[C@@H]1N)cc(c(c3)OC)OC
Standard InCHI:	InChI=1S/C20H28FN3O3/c1-26-18-6-13-3-4-23-11-17(24-10-12(9-21)5-20(24)25)15(22)8-16(23)14(13)7-19(18)27-2/h6-7,12,15-17H,3-5,8-11,22H2,1-2H3/t12-,15+,16+,17+/m1/s1
Standard InCHIKey:	GUYMHFIHHOEFOA-ZCPGHIKRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4166

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	212
0.1-0.2	1117
0.2-0.3	4860
0.3-0.4	7895
0.4-0.5	7193
0.5-0.6	8192
0.6-0.7	935
0.7-0.8	458
0.8-0.85	28
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	0.8395	NPC80129
Intermediate Similarity	0.8395	NPC187022
Intermediate Similarity	0.8324	NPC102760
Intermediate Similarity	0.8312	NPC253429
Intermediate Similarity	0.828	NPC128019
Intermediate Similarity	0.828	NPC476567
Intermediate Similarity	0.828	NPC136860
Intermediate Similarity	0.8205	NPC314682
Intermediate Similarity	0.8153	NPC328750
Intermediate Similarity	0.8153	NPC213206
Intermediate Similarity	0.8153	NPC474915
Intermediate Similarity	0.8153	NPC188163
Intermediate Similarity	0.8137	NPC7467
Intermediate Similarity	0.8086	NPC60538
Intermediate Similarity	0.8086	NPC207824
Intermediate Similarity	0.8075	NPC16107
Intermediate Similarity	0.8075	NPC106295
Intermediate Similarity	0.8075	NPC210437
Intermediate Similarity	0.8075	NPC476144
Intermediate Similarity	0.8075	NPC51957
Intermediate Similarity	0.8052	NPC160692
Intermediate Similarity	0.8049	NPC210148
Intermediate Similarity	0.8049	NPC233029
Intermediate Similarity	0.8047	NPC121275
Intermediate Similarity	0.8047	NPC284183
Intermediate Similarity	0.8047	NPC4138
Intermediate Similarity	0.8025	NPC475959
Intermediate Similarity	0.8012	NPC146288
Intermediate Similarity	0.7988	NPC476579
Intermediate Similarity	0.7988	NPC76213
Intermediate Similarity	0.7988	NPC277669
Intermediate Similarity	0.7988	NPC475393
Intermediate Similarity	0.7974	NPC160193
Intermediate Similarity	0.7952	NPC216459
Intermediate Similarity	0.7952	NPC138487
Intermediate Similarity	0.7952	NPC41178
Intermediate Similarity	0.795	NPC185838
Intermediate Similarity	0.795	NPC130926
Intermediate Similarity	0.7941	NPC231198
Intermediate Similarity	0.7927	NPC88249
Intermediate Similarity	0.7927	NPC151895
Intermediate Similarity	0.7927	NPC220858
Intermediate Similarity	0.7927	NPC192768
Intermediate Similarity	0.7927	NPC97221
Intermediate Similarity	0.7927	NPC223125
Intermediate Similarity	0.7907	NPC241055
Intermediate Similarity	0.7888	NPC294249
Intermediate Similarity	0.7886	NPC222524
Intermediate Similarity	0.7866	NPC219162
Intermediate Similarity	0.7861	NPC109925
Intermediate Similarity	0.7861	NPC474708
Intermediate Similarity	0.7853	NPC321505
Intermediate Similarity	0.7853	NPC191376
Intermediate Similarity	0.7853	NPC179825
Intermediate Similarity	0.7844	NPC78733
Intermediate Similarity	0.7836	NPC2770
Intermediate Similarity	0.7836	NPC39103
Intermediate Similarity	0.7831	NPC223124
Intermediate Similarity	0.7811	NPC111485
Intermediate Similarity	0.7811	NPC477080
Intermediate Similarity	0.7811	NPC216816
Intermediate Similarity	0.7811	NPC106786
Intermediate Similarity	0.7805	NPC476571
Intermediate Similarity	0.7805	NPC147390
Intermediate Similarity	0.7805	NPC135538
Intermediate Similarity	0.7805	NPC428
Intermediate Similarity	0.7805	NPC130941
Intermediate Similarity	0.7805	NPC24233
Intermediate Similarity	0.7805	NPC246587
Intermediate Similarity	0.7803	NPC475845
Intermediate Similarity	0.7798	NPC203784
Intermediate Similarity	0.7798	NPC25084
Intermediate Similarity	0.7798	NPC170503
Intermediate Similarity	0.7798	NPC31311
Intermediate Similarity	0.7798	NPC147091
Intermediate Similarity	0.7798	NPC126519
Intermediate Similarity	0.7798	NPC247639
Intermediate Similarity	0.7798	NPC234392
Intermediate Similarity	0.7785	NPC7018
Intermediate Similarity	0.7784	NPC2295
Intermediate Similarity	0.7784	NPC477564
Intermediate Similarity	0.7778	NPC59567
Intermediate Similarity	0.7778	NPC477259
Intermediate Similarity	0.7778	NPC169387
Intermediate Similarity	0.7771	NPC119669
Intermediate Similarity	0.7765	NPC205167
Intermediate Similarity	0.7765	NPC249274
Intermediate Similarity	0.7758	NPC92541
Intermediate Similarity	0.7746	NPC474324
Intermediate Similarity	0.7746	NPC57812
Intermediate Similarity	0.7744	NPC253883
Intermediate Similarity	0.7744	NPC90844
Intermediate Similarity	0.7744	NPC95075
Intermediate Similarity	0.7744	NPC476151
Intermediate Similarity	0.7738	NPC189266
Intermediate Similarity	0.7738	NPC207757
Intermediate Similarity	0.7738	NPC2413
Intermediate Similarity	0.7738	NPC278799
Intermediate Similarity	0.7738	NPC184026
Intermediate Similarity	0.7738	NPC172765
Intermediate Similarity	0.7738	NPC5238
Intermediate Similarity	0.7738	NPC39701
Intermediate Similarity	0.7738	NPC249797
Intermediate Similarity	0.7738	NPC204828
Intermediate Similarity	0.7738	NPC110416
Intermediate Similarity	0.7738	NPC295691
Intermediate Similarity	0.7738	NPC127674
Intermediate Similarity	0.7738	NPC54379
Intermediate Similarity	0.7738	NPC193949
Intermediate Similarity	0.7738	NPC469817
Intermediate Similarity	0.7738	NPC276588
Intermediate Similarity	0.7725	NPC148898
Intermediate Similarity	0.7711	NPC274026
Intermediate Similarity	0.7706	NPC118804
Intermediate Similarity	0.7688	NPC86144
Intermediate Similarity	0.7688	NPC304659
Intermediate Similarity	0.7674	NPC476569
Intermediate Similarity	0.767	NPC4669
Intermediate Similarity	0.7669	NPC125852
Intermediate Similarity	0.7665	NPC326316
Intermediate Similarity	0.7665	NPC476568
Intermediate Similarity	0.7665	NPC81733
Intermediate Similarity	0.7651	NPC477565
Intermediate Similarity	0.7651	NPC103379
Intermediate Similarity	0.7636	NPC144863
Intermediate Similarity	0.763	NPC276944
Intermediate Similarity	0.763	NPC238530
Intermediate Similarity	0.763	NPC232514
Intermediate Similarity	0.763	NPC168409
Intermediate Similarity	0.7619	NPC133011
Intermediate Similarity	0.7619	NPC82285
Intermediate Similarity	0.7619	NPC37272
Intermediate Similarity	0.7614	NPC108434
Intermediate Similarity	0.7614	NPC475215
Intermediate Similarity	0.761	NPC11147
Intermediate Similarity	0.7598	NPC474745
Intermediate Similarity	0.7588	NPC57512
Intermediate Similarity	0.7572	NPC320104
Intermediate Similarity	0.7572	NPC189470
Intermediate Similarity	0.7562	NPC131204
Intermediate Similarity	0.7562	NPC301050
Intermediate Similarity	0.7558	NPC97072
Intermediate Similarity	0.7558	NPC215829
Intermediate Similarity	0.7558	NPC232924
Intermediate Similarity	0.7558	NPC160298
Intermediate Similarity	0.7558	NPC306902
Intermediate Similarity	0.7558	NPC266753
Intermediate Similarity	0.7558	NPC477559
Intermediate Similarity	0.7557	NPC6152
Intermediate Similarity	0.7554	NPC473716
Intermediate Similarity	0.7554	NPC475597
Intermediate Similarity	0.7543	NPC100566
Intermediate Similarity	0.7542	NPC474325
Intermediate Similarity	0.7541	NPC208890
Intermediate Similarity	0.7532	NPC118419
Intermediate Similarity	0.7529	NPC99659
Intermediate Similarity	0.7529	NPC325871
Intermediate Similarity	0.7529	NPC244112
Intermediate Similarity	0.7528	NPC304675
Intermediate Similarity	0.7527	NPC477258
Intermediate Similarity	0.7515	NPC26601
Intermediate Similarity	0.7515	NPC476580
Intermediate Similarity	0.75	NPC475479
Intermediate Similarity	0.75	NPC172403
Intermediate Similarity	0.75	NPC66573
Intermediate Similarity	0.75	NPC243454
Intermediate Similarity	0.7487	NPC24228
Intermediate Similarity	0.7486	NPC256012
Intermediate Similarity	0.7486	NPC476573
Intermediate Similarity	0.7486	NPC240841
Intermediate Similarity	0.7486	NPC268503
Intermediate Similarity	0.7486	NPC81247
Intermediate Similarity	0.7486	NPC42549
Intermediate Similarity	0.7486	NPC317272
Intermediate Similarity	0.7486	NPC237044
Intermediate Similarity	0.7486	NPC35627
Intermediate Similarity	0.7486	NPC250846
Intermediate Similarity	0.7485	NPC186063
Intermediate Similarity	0.7473	NPC475981
Intermediate Similarity	0.7473	NPC474746
Intermediate Similarity	0.7471	NPC233650
Intermediate Similarity	0.7459	NPC239584
Intermediate Similarity	0.7457	NPC135006
Intermediate Similarity	0.7457	NPC475780
Intermediate Similarity	0.7456	NPC85747
Intermediate Similarity	0.7456	NPC8337
Intermediate Similarity	0.7443	NPC181653
Intermediate Similarity	0.7443	NPC204947
Intermediate Similarity	0.7443	NPC190332
Intermediate Similarity	0.7442	NPC476572
Intermediate Similarity	0.7429	NPC134858
Intermediate Similarity	0.7429	NPC167546
Intermediate Similarity	0.7429	NPC302527
Intermediate Similarity	0.7429	NPC16805
Intermediate Similarity	0.7429	NPC306669
Intermediate Similarity	0.7429	NPC24465
Intermediate Similarity	0.7429	NPC225774
Intermediate Similarity	0.7427	NPC93593
Intermediate Similarity	0.7427	NPC76079
Intermediate Similarity	0.7418	NPC473007

Drug Structure

NPD4166 OpenBabel08211704332D 29 32 0 0 1 0 0 0 0 0999 V2000 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5772 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 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 -1.5827 -0.3364 0.0000 C 0 0 2 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9839 0.6817 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 0 0 3 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 0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 4 1 0 0 0 0 3 13 1 0 0 0 0 4 23 1 0 0 0 0 5 12 1 0 0 0 0 5 20 1 0 0 0 0 6 13 2 0 0 0 0 6 18 1 0 0 0 0 7 14 2 0 0 0 0 7 19 1 0 0 0 0 8 15 1 0 0 0 0 8 16 1 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 23 1 0 0 0 0 12 9 1 6 0 0 0 13 14 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 15 22 1 1 0 0 0 16 23 1 1 0 0 0 17 11 1 6 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 24 1 0 0 0 0 20 25 2 0 0 0 0 22 28 1 0 0 0 0 22 29 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	377.21
ALogP	-1.4039
MLogP	2.89
XLogP	0.892
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	68.03
RO5 Violation	0