NPASS drugs

Drug Information

Drug ID:	NPD1151
Drug Name:	Phosphatidyl serine
Molecular Formula:	C13H24NO10P
Canonical SMILES:	CCCC(=O)O[C@@H](COP(=O)(OC[C@@H](C(=O)O)N)O)COC(=O)CC
Standard InCHI:	"InChI=1S/C13H24NO10P/c1-3-5-12(16)24-9(6-21-11(15)4-2)7-22-25(19,20)23-8-10(14)13(17)18/h9-10H,3-8,14H2,1-2H3,(H,17,18)(H,19,20)/t9-,10+/m1/s1"
Standard InCHIKey:	UNJJBGNPUUVVFQ-ZJUUUORDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD1151

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	102436
0.1-0.2	104358
0.2-0.3	4455
0.3-0.4	261
0.4-0.5	149
0.5-0.6	15
0.6-0.7	43
0.7-0.8	15
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC228386
High Similarity	1.0	NPC495351
Intermediate Similarity	0.82	NPC321464
Intermediate Similarity	0.82	NPC318909
Intermediate Similarity	0.82	NPC241569
Intermediate Similarity	0.82	NPC320203
Intermediate Similarity	0.7321	NPC319367
Intermediate Similarity	0.7321	NPC328893
Intermediate Similarity	0.7321	NPC322897
Intermediate Similarity	0.7321	NPC321817
Intermediate Similarity	0.7321	NPC326577
Intermediate Similarity	0.7321	NPC320438
Intermediate Similarity	0.7321	NPC319935
Intermediate Similarity	0.7321	NPC326636
Intermediate Similarity	0.7321	NPC326060
Intermediate Similarity	0.7321	NPC324342
Intermediate Similarity	0.7321	NPC329337
Intermediate Similarity	0.7321	NPC319098
Intermediate Similarity	0.7321	NPC61404
Intermediate Similarity	0.7321	NPC327056
Intermediate Similarity	0.7321	NPC326668
Remote Similarity	0.6949	NPC319180
Remote Similarity	0.6949	NPC317049
Remote Similarity	0.6949	NPC321518
Remote Similarity	0.6949	NPC328173
Remote Similarity	0.6949	NPC322909
Remote Similarity	0.6949	NPC328911
Remote Similarity	0.6949	NPC324980
Remote Similarity	0.6949	NPC318030
Remote Similarity	0.6949	NPC321235
Remote Similarity	0.6949	NPC322927
Remote Similarity	0.6949	NPC325961
Remote Similarity	0.6949	NPC323494
Remote Similarity	0.6949	NPC320567
Remote Similarity	0.6949	NPC320423
Remote Similarity	0.6949	NPC320701
Remote Similarity	0.6949	NPC317213
Remote Similarity	0.6949	NPC327507
Remote Similarity	0.6949	NPC327200
Remote Similarity	0.6949	NPC316862
Remote Similarity	0.6833	NPC323994
Remote Similarity	0.6833	NPC328582
Remote Similarity	0.6833	NPC324047
Remote Similarity	0.6833	NPC325501
Remote Similarity	0.6833	NPC316935
Remote Similarity	0.6833	NPC322041
Remote Similarity	0.6833	NPC325300
Remote Similarity	0.6833	NPC319917
Remote Similarity	0.6833	NPC325712
Remote Similarity	0.6833	NPC318027
Remote Similarity	0.6721	NPC324927
Remote Similarity	0.6721	NPC316997
Remote Similarity	0.6721	NPC328406
Remote Similarity	0.6721	NPC318974
Remote Similarity	0.6721	NPC320096
Remote Similarity	0.6721	NPC316516
Remote Similarity	0.6721	NPC241492
Remote Similarity	0.6721	NPC328628
Remote Similarity	0.6721	NPC320754
Remote Similarity	0.6721	NPC322056
Remote Similarity	0.6721	NPC320746
Remote Similarity	0.6721	NPC327054
Remote Similarity	0.6508	NPC318722
Remote Similarity	0.6508	NPC327490
Remote Similarity	0.5926	NPC323330
Remote Similarity	0.5741	NPC325080
Remote Similarity	0.5741	NPC313291
Remote Similarity	0.5741	NPC328794
Remote Similarity	0.5741	NPC513793
Remote Similarity	0.5517	NPC538614
Remote Similarity	0.5254	NPC514838
Remote Similarity	0.5167	NPC328502
Remote Similarity	0.5167	NPC328527
Remote Similarity	0.5167	NPC329176
Remote Similarity	0.5167	NPC323568
Remote Similarity	0.5088	NPC327079
Remote Similarity	0.5088	NPC319831
Remote Similarity	0.5088	NPC61449
Remote Similarity	0.5082	NPC101815

Drug Structure

NPD1151 OpenBabel08201723592D 29 28 0 0 1 0 0 0 0 0999 V2000 -3.4641 -3.0000 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 -4.3301 -2.5000 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 -4.3301 -1.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 1 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 7 22 1 0 0 0 0 8 23 1 0 0 0 0 9 6 1 6 0 0 0 9 24 1 0 0 0 0 10 8 1 1 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 21 1 0 0 0 0 12 16 2 0 0 0 0 12 24 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 26 1 0 0 0 0 14 27 1 0 0 0 0 18 28 1 0 0 0 0 19 25 1 0 0 0 0 19 29 1 0 0 0 0 20 25 2 0 0 0 0 22 25 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB00144
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164768860
KEGG Drug
PubChem CID	0
ChEBI	18303
CAS Number	1446756-47-3

Drug Properties

Molecular Weight	385.11
ALogP	-1.7078
MLogP	1.57
XLogP	-3.492
HDA	11
HBD	3
Rotatable Bonds	20
TPSA	181.49
RO5 Violation	2