NPASS drugs

Drug Information

Drug ID:	NPD6918
Drug Name:	Gemcitabine Elaidate
Molecular Formula:	C27H43F2N3O5
Canonical SMILES:	CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H]1O[C@H](C([C@@H]1O)(F)F)n1ccc(=N)nc1O
Standard InCHI:	InChI=1S/C27H43F2N3O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(33)36-20-21-24(34)27(28,29)25(37-21)32-19-18-22(30)31-26(32)35/h9-10,18-19,21,24-25,34H,2-8,11-17,20H2,1H3,(H2,30,31,35)/b10-9+/t21-,24-,25-/m1/s1
Standard InCHIKey:	HESSNRGIEVBPRB-QDDPNBLJSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6918

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	60
0.1-0.2	453
0.2-0.3	7941
0.3-0.4	15642
0.4-0.5	6161
0.5-0.6	603
0.6-0.7	28
0.7-0.8	2
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
Intermediate Similarity	0.713	NPC229249
Intermediate Similarity	0.7037	NPC318142
Remote Similarity	0.6937	NPC62927
Remote Similarity	0.6937	NPC190334
Remote Similarity	0.6754	NPC159369
Remote Similarity	0.6754	NPC39290
Remote Similarity	0.6724	NPC329384
Remote Similarity	0.6718	NPC245534
Remote Similarity	0.6589	NPC313813
Remote Similarity	0.6583	NPC328914
Remote Similarity	0.6579	NPC328806
Remote Similarity	0.6555	NPC328779
Remote Similarity	0.6525	NPC6166
Remote Similarity	0.6525	NPC226769
Remote Similarity	0.6525	NPC280946
Remote Similarity	0.6471	NPC90240
Remote Similarity	0.6471	NPC120887
Remote Similarity	0.6286	NPC261730
Remote Similarity	0.6259	NPC313962
Remote Similarity	0.619	NPC74035
Remote Similarity	0.6174	NPC477519
Remote Similarity	0.6149	NPC142761
Remote Similarity	0.6142	NPC475918
Remote Similarity	0.6107	NPC478024
Remote Similarity	0.6102	NPC171116
Remote Similarity	0.6047	NPC70235
Remote Similarity	0.6043	NPC315058
Remote Similarity	0.6014	NPC471255
Remote Similarity	0.6	NPC477400
Remote Similarity	0.6	NPC106780
Remote Similarity	0.5984	NPC215988
Remote Similarity	0.5969	NPC467022
Remote Similarity	0.5948	NPC178758
Remote Similarity	0.5948	NPC196102
Remote Similarity	0.5942	NPC273185
Remote Similarity	0.5942	NPC471262
Remote Similarity	0.5929	NPC474833
Remote Similarity	0.5896	NPC469423
Remote Similarity	0.5896	NPC471645
Remote Similarity	0.5891	NPC154601
Remote Similarity	0.5849	NPC319334
Remote Similarity	0.5849	NPC317377
Remote Similarity	0.5849	NPC327517
Remote Similarity	0.5849	NPC321485
Remote Similarity	0.5849	NPC322372
Remote Similarity	0.5847	NPC89051
Remote Similarity	0.5847	NPC43246
Remote Similarity	0.5816	NPC471263
Remote Similarity	0.58	NPC477401
Remote Similarity	0.58	NPC477399
Remote Similarity	0.5797	NPC314482
Remote Similarity	0.5769	NPC271269
Remote Similarity	0.576	NPC175614
Remote Similarity	0.5748	NPC233932
Remote Similarity	0.5741	NPC330426
Remote Similarity	0.5741	NPC148192
Remote Similarity	0.5741	NPC127091
Remote Similarity	0.5741	NPC104537
Remote Similarity	0.5741	NPC22101
Remote Similarity	0.5741	NPC271921
Remote Similarity	0.5723	NPC477398
Remote Similarity	0.5702	NPC315063
Remote Similarity	0.5694	NPC469387
Remote Similarity	0.5688	NPC141481
Remote Similarity	0.5688	NPC48218
Remote Similarity	0.5688	NPC324981
Remote Similarity	0.5688	NPC473559
Remote Similarity	0.5685	NPC314361
Remote Similarity	0.5678	NPC112842
Remote Similarity	0.5678	NPC71339
Remote Similarity	0.5674	NPC325750
Remote Similarity	0.5672	NPC476875
Remote Similarity	0.5656	NPC324390
Remote Similarity	0.5649	NPC472615
Remote Similarity	0.5635	NPC476449
Remote Similarity	0.5634	NPC36254
Remote Similarity	0.5634	NPC284651
Remote Similarity	0.563	NPC1111
Remote Similarity	0.563	NPC261750
Remote Similarity	0.5615	NPC471260
Remote Similarity	0.561	NPC322594
Remote Similarity	0.561	NPC320249
Remote Similarity	0.5608	NPC471256
Remote Similarity	0.5606	NPC251330
Remote Similarity	0.5603	NPC469747
Remote Similarity	0.5603	NPC263574

Drug Structure

NPD6918 OpenBabel08211710072D 40 41 0 0 1 0 0 0 0 0999 V2000 -12.4731 9.7654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8853 8.9564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8908 9.0609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3030 8.2519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3085 8.3564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7207 7.5474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7262 7.6519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1384 6.8429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1439 6.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5561 6.1384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5616 6.2430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9738 5.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9793 5.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3915 4.7294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3970 4.8340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8092 4.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1853 4.1295 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3554 2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 2 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 0.7731 3.3205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 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 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4706 -0.8578 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.6499 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 0.3664 2.4069 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 0.7319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7677 3.4250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0310 1.5409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 32 1 0 0 0 0 20 36 1 0 0 0 0 21 20 1 6 0 0 0 21 24 1 0 0 0 0 21 37 1 0 0 0 0 22 30 2 0 0 0 0 22 31 1 0 0 0 0 23 33 2 0 0 0 0 23 36 1 0 0 0 0 24 27 1 0 0 0 0 24 34 1 1 0 0 0 25 27 1 0 0 0 0 25 32 1 6 0 0 0 25 37 1 0 0 0 0 26 31 2 0 0 0 0 26 32 1 0 0 0 0 26 35 1 0 0 0 0 27 28 1 0 0 0 0 27 29 1 0 0 0 0 30 38 1 0 0 0 0 34 39 1 0 0 0 0 35 40 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	527.32
ALogP	-3.1197
MLogP	3.33
XLogP	9.101
HDA	8
HBD	3
Rotatable Bonds	24
TPSA	115.44
RO5 Violation	2