NPASS drugs

Drug Information

Drug ID:	NPD4268
Drug Name:	Dinoprost Tromethamine
Molecular Formula:	C20H34O5.C4H11NO3
Canonical SMILES:	OCC(CO)(CO)N.CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O)O
Standard InCHI:	"InChI=1S/C20H34O5.C4H11NO3/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25;5-4(1-6,2-7)3-8/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25);6-8H,1-3,5H2/b7-4-,13-12+;/t15-,16+,17+,18-,19+;/m0./s1"
Standard InCHIKey:	IYGXEHDCSOYNKY-RZHHZEQLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4268

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	64122
0.1-0.2	136953
0.2-0.3	9615
0.3-0.4	792
0.4-0.5	210
0.5-0.6	28
0.6-0.7	13
0.7-0.8	0
0.8-0.85	0
0.85-0.9	6
0.9-0.95	0
0.95-1	0

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	0.8846	NPC260814
High Similarity	0.8846	NPC323249
High Similarity	0.8846	NPC27949
High Similarity	0.8846	NPC39547
High Similarity	0.8846	NPC561206
High Similarity	0.8846	NPC599790
Remote Similarity	0.6724	NPC321240
Remote Similarity	0.6724	NPC181597
Remote Similarity	0.65	NPC27845
Remote Similarity	0.6441	NPC88735
Remote Similarity	0.629	NPC115418
Remote Similarity	0.629	NPC201225
Remote Similarity	0.629	NPC325442
Remote Similarity	0.629	NPC600545
Remote Similarity	0.629	NPC496859
Remote Similarity	0.629	NPC611839
Remote Similarity	0.625	NPC562685
Remote Similarity	0.6129	NPC296039
Remote Similarity	0.6	NPC324411
Remote Similarity	0.5938	NPC151776
Remote Similarity	0.5902	NPC328201
Remote Similarity	0.5873	NPC319163
Remote Similarity	0.5873	NPC67076
Remote Similarity	0.5873	NPC560783
Remote Similarity	0.5873	NPC602487
Remote Similarity	0.5873	NPC605853
Remote Similarity	0.5692	NPC316844
Remote Similarity	0.5556	NPC485453
Remote Similarity	0.5507	NPC485454
Remote Similarity	0.5507	NPC492807
Remote Similarity	0.5455	NPC322483
Remote Similarity	0.5424	NPC327112
Remote Similarity	0.5424	NPC327280
Remote Similarity	0.5424	NPC318623
Remote Similarity	0.5424	NPC323785
Remote Similarity	0.5424	NPC584394
Remote Similarity	0.5397	NPC328775
Remote Similarity	0.5385	NPC328038
Remote Similarity	0.5385	NPC485443
Remote Similarity	0.5303	NPC495154
Remote Similarity	0.5224	NPC250385
Remote Similarity	0.5217	NPC127526
Remote Similarity	0.5147	NPC321728
Remote Similarity	0.5088	NPC318388
Remote Similarity	0.5072	NPC326828
Remote Similarity	0.5072	NPC604969
Remote Similarity	0.507	NPC485446

Drug Structure

NPD4268 OpenBabel08211704332D 42 41 0 0 1 0 0 0 0 0999 V2000 9.4115 -11.1671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4170 -11.2717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8292 -10.4627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8071 -5.4418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0151 -4.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8347 -10.5672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5503 -6.1110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2719 -3.7946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2469 -9.7582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3424 -7.0891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4798 -2.8164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6646 -9.0537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6701 -9.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7733 -7.3981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2524 -9.8627 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3913 -7.3981 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0823 -8.3492 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5823 -6.8103 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0823 -8.3492 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7367 -2.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8457 -10.7762 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5823 -5.8103 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 -9.1582 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7856 -2.4563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9446 -1.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9115 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2776 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9115 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4115 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5455 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.9115 -1.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.2776 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.9115 -3.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8511 -10.8808 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7163 -5.3103 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.0537 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2014 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5455 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6795 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4115 -0.7679 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4115 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4115 -2.5000 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 6 1 0 0 0 0 4 5 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 9 1 6 0 0 0 15 21 1 0 0 0 0 16 10 1 6 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 13 1 1 0 0 0 17 19 1 0 0 0 0 18 22 1 6 0 0 0 19 23 1 6 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 25 37 1 0 0 0 0 26 29 1 0 0 0 0 26 31 1 0 0 0 0 27 29 1 0 0 0 0 27 32 1 0 0 0 0 28 29 1 0 0 0 0 28 33 1 0 0 0 0 29 30 1 0 0 0 0 30 38 1 0 0 0 0 30 39 1 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 33 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000826
DrugBank	DB01160
ChEMBL	CHEMBL1200896
IUPHAR/BPS
PharmaGKB	PA164781385
KEGG Drug	D01352
PubChem CID	0
ChEBI	31502
CAS Number	38562-01-5

Drug Properties

Molecular Weight	354.24
ALogP	-2.7724
MLogP	3.11
XLogP	3.203
HDA	5
HBD	4
Rotatable Bonds	17
TPSA	97.99
RO5 Violation	1