NPASS drugs

Drug Information

Drug ID:	NPD6693
Drug Name:	Sapacitabine
Molecular Formula:	C26H42N4O5
Canonical SMILES:	CCCCCCCCCCCCCCCC(=O)N=c1ccn(c(n1)O)[C@@H]1O[C@@H]([C@H]([C@@H]1C#N)O)CO
Standard InCHI:	InChI=1S/C26H42N4O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-23(32)28-22-16-17-30(26(34)29-22)25-20(18-27)24(33)21(19-31)35-25/h16-17,20-21,24-25,31,33H,2-15,19H2,1H3,(H,28,29,32,34)/t20-,21+,24-,25+/m0/s1
Standard InCHIKey:	LBGFKUUHOPIEMA-PEARBKPGSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6693

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	59
0.1-0.2	698
0.2-0.3	14474
0.3-0.4	13454
0.4-0.5	2006
0.5-0.6	165
0.6-0.7	31
0.7-0.8	3
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	0.7255	NPC229249
Intermediate Similarity	0.7048	NPC62927
Intermediate Similarity	0.7048	NPC190334
Remote Similarity	0.6818	NPC329384
Remote Similarity	0.6814	NPC328914
Remote Similarity	0.6667	NPC328806
Remote Similarity	0.6667	NPC106780
Remote Similarity	0.6637	NPC328779
Remote Similarity	0.6617	NPC318142
Remote Similarity	0.6607	NPC226769
Remote Similarity	0.6607	NPC280946
Remote Similarity	0.6607	NPC6166
Remote Similarity	0.6549	NPC120887
Remote Similarity	0.6549	NPC90240
Remote Similarity	0.6481	NPC43246
Remote Similarity	0.6481	NPC89051
Remote Similarity	0.6306	NPC171116
Remote Similarity	0.6306	NPC315063
Remote Similarity	0.6296	NPC112842
Remote Similarity	0.6296	NPC71339
Remote Similarity	0.627	NPC313813
Remote Similarity	0.625	NPC324390
Remote Similarity	0.6195	NPC322594
Remote Similarity	0.6195	NPC320249
Remote Similarity	0.619	NPC325902
Remote Similarity	0.6126	NPC210456
Remote Similarity	0.6126	NPC163352
Remote Similarity	0.6087	NPC36985
Remote Similarity	0.6087	NPC17892
Remote Similarity	0.6034	NPC73765
Remote Similarity	0.6034	NPC283698
Remote Similarity	0.6015	NPC470654
Remote Similarity	0.6015	NPC470653
Remote Similarity	0.6015	NPC470650
Remote Similarity	0.5962	NPC315806
Remote Similarity	0.5948	NPC324516
Remote Similarity	0.5948	NPC318166
Remote Similarity	0.5935	NPC329277
Remote Similarity	0.5929	NPC477400
Remote Similarity	0.5913	NPC327344
Remote Similarity	0.5906	NPC478024
Remote Similarity	0.5833	NPC470652
Remote Similarity	0.5817	NPC316244
Remote Similarity	0.5804	NPC325723
Remote Similarity	0.5789	NPC160688
Remote Similarity	0.5753	NPC142761
Remote Similarity	0.5724	NPC477401
Remote Similarity	0.5724	NPC477399
Remote Similarity	0.5714	NPC149843
Remote Similarity	0.5714	NPC155087
Remote Similarity	0.5672	NPC245534
Remote Similarity	0.5662	NPC284651
Remote Similarity	0.5662	NPC477518
Remote Similarity	0.5649	NPC296043
Remote Similarity	0.5648	NPC329077
Remote Similarity	0.5606	NPC329216

Drug Structure

NPD6693 OpenBabel08211710072D 38 39 0 0 1 0 0 0 0 0999 V2000 -2.5981 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -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 2.5981 -1.5000 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 3.4641 -0.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2274 -2.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4432 -0.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 1 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 0.0000 C 0 0 1 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5157 -2.8328 0.0000 N 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 0.8660 1.5000 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 -4.0310 -1.5409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3554 -2.6160 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 -1.7796 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0255 -1.4364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3500 -2.7205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 1 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 23 1 0 0 0 0 16 17 2 0 0 0 0 16 22 1 0 0 0 0 17 30 1 0 0 0 0 18 27 3 0 0 0 0 19 31 1 0 0 0 0 20 18 1 1 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 19 1 1 0 0 0 21 24 1 0 0 0 0 21 35 1 0 0 0 0 22 28 2 3 0 0 0 22 29 1 0 0 0 0 23 28 1 0 0 0 0 23 32 2 0 0 0 0 24 33 1 6 0 0 0 25 30 1 1 0 0 0 25 35 1 0 0 0 0 26 29 2 0 0 0 0 26 30 1 0 0 0 0 26 34 1 0 0 0 0 31 36 1 0 0 0 0 33 37 1 0 0 0 0 34 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002446
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	153970
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.32
ALogP	-6.4152
MLogP	3.33
XLogP	6.72
HDA	9
HBD	3
Rotatable Bonds	21
TPSA	138.74
RO5 Violation	2