NPASS drugs

Drug Information

Drug ID:	NPD4252
Drug Name:	Dinoprostone
Molecular Formula:	C20H32O5
Canonical SMILES:	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=CCCCC(=O)O)O
Standard InCHI:	"InChI=1S/C20H32O5/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/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1"
Standard InCHIKey:	XEYBRNLFEZDVAW-ARSRFYASSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4252

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	68735
0.1-0.2	130577
0.2-0.3	11198
0.3-0.4	917
0.4-0.5	235
0.5-0.6	39
0.6-0.7	11
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	5

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	NPC115418
High Similarity	1.0	NPC325442
High Similarity	1.0	NPC600545
High Similarity	1.0	NPC496859
High Similarity	1.0	NPC611839
Intermediate Similarity	0.7818	NPC322565
Intermediate Similarity	0.7636	NPC328783
Intermediate Similarity	0.75	NPC164308
Intermediate Similarity	0.7321	NPC7414
Intermediate Similarity	0.7321	NPC292220
Intermediate Similarity	0.7321	NPC67076
Intermediate Similarity	0.7321	NPC560783
Intermediate Similarity	0.7321	NPC599781
Intermediate Similarity	0.7321	NPC605853
Intermediate Similarity	0.7193	NPC201225
Intermediate Similarity	0.7069	NPC151776
Remote Similarity	0.6964	NPC260814
Remote Similarity	0.6964	NPC323249
Remote Similarity	0.6964	NPC27949
Remote Similarity	0.6964	NPC39547
Remote Similarity	0.6964	NPC561206
Remote Similarity	0.6964	NPC599790
Remote Similarity	0.6562	NPC321670
Remote Similarity	0.6562	NPC609245
Remote Similarity	0.6441	NPC319163
Remote Similarity	0.6441	NPC602487
Remote Similarity	0.6066	NPC319445
Remote Similarity	0.5968	NPC320678
Remote Similarity	0.5968	NPC250385
Remote Similarity	0.5781	NPC562685
Remote Similarity	0.5738	NPC12355
Remote Similarity	0.5714	NPC316844
Remote Similarity	0.5645	NPC47031
Remote Similarity	0.5556	NPC320360
Remote Similarity	0.5455	NPC127526
Remote Similarity	0.5439	NPC327112
Remote Similarity	0.5439	NPC327280
Remote Similarity	0.5439	NPC318623
Remote Similarity	0.5439	NPC323785
Remote Similarity	0.5439	NPC584394
Remote Similarity	0.541	NPC88735
Remote Similarity	0.5397	NPC279537
Remote Similarity	0.5397	NPC324130
Remote Similarity	0.5397	NPC296039
Remote Similarity	0.5397	NPC599975
Remote Similarity	0.5385	NPC321728
Remote Similarity	0.537	NPC318388
Remote Similarity	0.5333	NPC325505
Remote Similarity	0.5312	NPC236208
Remote Similarity	0.5312	NPC495154
Remote Similarity	0.5303	NPC326828
Remote Similarity	0.5303	NPC604969
Remote Similarity	0.5254	NPC558422
Remote Similarity	0.5246	NPC324411
Remote Similarity	0.5238	NPC27845
Remote Similarity	0.5238	NPC192006
Remote Similarity	0.5238	NPC490201
Remote Similarity	0.5238	NPC603694
Remote Similarity	0.5161	NPC321240
Remote Similarity	0.5161	NPC181597
Remote Similarity	0.5161	NPC328201
Remote Similarity	0.5161	NPC510284
Remote Similarity	0.5152	NPC318766
Remote Similarity	0.5152	NPC555963
Remote Similarity	0.5075	NPC316629
Remote Similarity	0.5075	NPC611618

Drug Structure

NPD4252 OpenBabel08211704332D 28 28 0 0 1 0 0 0 0 0999 V2000 -4.2731 6.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 6.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 5.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1043 -1.3383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8475 -2.0074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3122 -0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6396 -2.9855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5691 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3827 -3.6547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 3.0878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6180 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1748 -4.6328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 3.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8968 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2237 -4.9418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9179 -5.3019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 3.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 -0.3601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7100 -6.2801 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 2 0 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 26 1 0 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000360
DrugBank	DB00917
ChEMBL	CHEMBL548
IUPHAR/BPS	1883
PharmaGKB	PA449345
KEGG Drug	D00079
PubChem CID	5280360
ChEBI	15551
CAS Number	363-24-6

Drug Properties

Molecular Weight	352.22
ALogP	-2.0413
MLogP	3.11
XLogP	2.79
HDA	5
HBD	3
Rotatable Bonds	16
TPSA	94.83
RO5 Violation	1