NPASS drugs

Drug Information

Drug ID:	NPD267
Drug Name:	PSI-6130
Molecular Formula:	C10H14FN3O4
Canonical SMILES:	OC[C@H]1O[C@H]([C@]([C@@H]1O)(C)F)n1ccc(=N)nc1O
Standard InCHI:	InChI=1S/C10H14FN3O4/c1-10(11)7(16)5(4-15)18-8(10)14-3-2-6(12)13-9(14)17/h2-3,5,7-8,15-16H,4H2,1H3,(H2,12,13,17)/t5-,7-,8-,10-/m1/s1
Standard InCHIKey:	NYPIRLYMDJMKGW-VPCXQMTMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD267

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	44
0.1-0.2	4025
0.2-0.3	20887
0.3-0.4	5230
0.4-0.5	621
0.5-0.6	43
0.6-0.7	22
0.7-0.8	6
0.8-0.85	9
0.85-0.9	2
0.9-0.95	1
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
High Similarity	0.9277	NPC229249
High Similarity	0.8953	NPC190334
High Similarity	0.8953	NPC62927
Intermediate Similarity	0.8427	NPC328806
Intermediate Similarity	0.837	NPC329384
Intermediate Similarity	0.828	NPC226769
Intermediate Similarity	0.828	NPC6166
Intermediate Similarity	0.828	NPC280946
Intermediate Similarity	0.8191	NPC90240
Intermediate Similarity	0.8191	NPC120887
Intermediate Similarity	0.8125	NPC328914
Intermediate Similarity	0.8105	NPC328779
Intermediate Similarity	0.7473	NPC106780
Intermediate Similarity	0.7234	NPC89051
Intermediate Similarity	0.7234	NPC43246
Intermediate Similarity	0.7021	NPC71339
Intermediate Similarity	0.7021	NPC112842
Intermediate Similarity	0.701	NPC315063
Remote Similarity	0.6939	NPC324390
Remote Similarity	0.6869	NPC320249
Remote Similarity	0.6869	NPC322594
Remote Similarity	0.6854	NPC315806
Remote Similarity	0.6804	NPC210456
Remote Similarity	0.6804	NPC163352
Remote Similarity	0.6733	NPC17892
Remote Similarity	0.6733	NPC36985
Remote Similarity	0.6703	NPC469972
Remote Similarity	0.6667	NPC73765
Remote Similarity	0.6667	NPC171116
Remote Similarity	0.6667	NPC283698
Remote Similarity	0.6579	NPC313813
Remote Similarity	0.6559	NPC325902
Remote Similarity	0.6535	NPC327344
Remote Similarity	0.6408	NPC318166
Remote Similarity	0.6408	NPC324516
Remote Similarity	0.6277	NPC329077
Remote Similarity	0.6142	NPC318142
Remote Similarity	0.61	NPC325723
Remote Similarity	0.6071	NPC329277
Remote Similarity	0.6038	NPC317639
Remote Similarity	0.5965	NPC155087
Remote Similarity	0.5965	NPC149843
Remote Similarity	0.596	NPC319753
Remote Similarity	0.5902	NPC245534
Remote Similarity	0.563	NPC478024

Drug Structure

NPD267 OpenBabel08201723122D 22 23 0 0 1 0 0 0 0 0999 V2000 0.0076 1.7024 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 -3.4432 0.7319 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 1.7321 -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 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 0.0000 -1.0000 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 -0.6615 2.4456 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 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 -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 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6243 2.4544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7677 3.4250 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 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 4 1 6 0 0 0 5 7 1 0 0 0 0 5 18 1 0 0 0 0 6 12 2 0 0 0 0 6 13 1 0 0 0 0 7 10 1 1 0 0 0 7 16 1 0 0 0 0 8 10 1 6 0 0 0 8 14 1 0 0 0 0 8 18 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 9 17 1 0 0 0 0 10 1 1 6 0 0 0 10 11 1 0 0 0 0 12 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004335
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	259.10
ALogP	-1.2433
MLogP	1.68
XLogP	0.534
HDA	7
HBD	4
Rotatable Bonds	7
TPSA	109.37
RO5 Violation	0