NPASS drugs

Drug Information

Drug ID:	NPD1942
Drug Name:	Sitagliptin Phosphate
Molecular Formula:	C16H15F6N5O.H3O4P.H2O
Canonical SMILES:	OP(=O)(O)O.N[C@H](Cc1cc(F)c(cc1F)F)CC(=O)N1CCn2c(C1)nnc2C(F)(F)F.O
Standard InCHI:	InChI=1S/C16H15F6N5O.H3O4P.H2O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22;1-5(2,3)4;/h4,6,9H,1-3,5,7,23H2;(H3,1,2,3,4);1H2/t9-;;/m1../s1
Standard InCHIKey:	GQPYTJVDPQTBQC-KLQYNRQASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1942

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	384
0.1-0.2	3947
0.2-0.3	14430
0.3-0.4	9305
0.4-0.5	2410
0.5-0.6	410
0.6-0.7	4
0.7-0.8	0
0.8-0.85	0
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
Remote Similarity	0.6139	NPC52764
Remote Similarity	0.6127	NPC469975
Remote Similarity	0.6121	NPC132636
Remote Similarity	0.6096	NPC473418
Remote Similarity	0.5974	NPC14672
Remote Similarity	0.5974	NPC285926
Remote Similarity	0.5974	NPC315276
Remote Similarity	0.5926	NPC21429
Remote Similarity	0.5924	NPC200964
Remote Similarity	0.5886	NPC71684
Remote Similarity	0.5833	NPC73655
Remote Similarity	0.5828	NPC473322
Remote Similarity	0.5818	NPC207428
Remote Similarity	0.5814	NPC314114
Remote Similarity	0.5799	NPC65408
Remote Similarity	0.5793	NPC200589
Remote Similarity	0.578	NPC311658
Remote Similarity	0.5758	NPC255447
Remote Similarity	0.5754	NPC324850
Remote Similarity	0.5734	NPC7067
Remote Similarity	0.5733	NPC473498
Remote Similarity	0.5733	NPC45033
Remote Similarity	0.5732	NPC111428
Remote Similarity	0.5732	NPC313722
Remote Similarity	0.5732	NPC470545
Remote Similarity	0.5723	NPC27833
Remote Similarity	0.5714	NPC474082
Remote Similarity	0.5714	NPC175726
Remote Similarity	0.5706	NPC477937
Remote Similarity	0.5696	NPC220698
Remote Similarity	0.5696	NPC470546
Remote Similarity	0.5669	NPC470544
Remote Similarity	0.5668	NPC475532
Remote Similarity	0.565	NPC282531
Remote Similarity	0.5644	NPC101719
Remote Similarity	0.5641	NPC33742
Remote Similarity	0.564	NPC238945
Remote Similarity	0.5638	NPC165285
Remote Similarity	0.5638	NPC17698
Remote Similarity	0.5638	NPC317054
Remote Similarity	0.5619	NPC17273
Remote Similarity	0.5619	NPC135601
Remote Similarity	0.5619	NPC141612
Remote Similarity	0.5617	NPC6975
Remote Similarity	0.5616	NPC472258

Drug Structure

NPD1942 OpenBabel08211701392D 41 41 0 0 1 0 0 0 0 0999 V2000 8.2942 -3.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9034 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8815 -1.6215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 11.8326 -1.3124 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 11.0895 -0.6433 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 11.1906 -2.5725 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5021 -0.6045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4967 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -8.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -7.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -8.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -9.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -8.5827 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 13.6986 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -9.4487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 -7.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.4487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.5647 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8326 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 8 1 0 0 0 0 4 8 2 0 0 0 0 4 11 1 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 10 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 7 26 1 0 0 0 0 8 10 1 0 0 0 0 9 3 1 6 0 0 0 9 23 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 24 2 0 0 0 0 13 27 1 0 0 0 0 14 26 1 0 0 0 0 14 28 2 0 0 0 0 15 16 1 0 0 0 0 15 25 2 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 23 35 1 0 0 0 0 23 36 1 0 0 0 0 24 25 1 0 0 0 0 29 33 1 0 0 0 0 29 37 1 0 0 0 0 30 33 1 0 0 0 0 30 38 1 0 0 0 0 31 33 1 0 0 0 0 31 39 1 0 0 0 0 32 33 2 0 0 0 0 34 40 1 0 0 0 0 34 41 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	407.12
ALogP	1.2473
MLogP	1.9
XLogP	2.805
HDA	6
HBD	1
Rotatable Bonds	13
TPSA	77.04
RO5 Violation	0