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:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4252

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	96
0.1-0.2	685
0.2-0.3	3618
0.3-0.4	10165
0.4-0.5	7263
0.5-0.6	5397
0.6-0.7	3357
0.7-0.8	296
0.8-0.85	2
0.85-0.9	6
0.9-0.95	1
0.95-1	4

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	1.0	NPC115418
High Similarity	0.9737	NPC7414
High Similarity	0.9605	NPC47031
High Similarity	0.96	NPC201225
High Similarity	0.9091	NPC164308
High Similarity	0.8947	NPC279537
High Similarity	0.8861	NPC88735
High Similarity	0.8718	NPC27949
High Similarity	0.8718	NPC260814
High Similarity	0.8718	NPC39547
High Similarity	0.8718	NPC323249
Intermediate Similarity	0.8395	NPC316844
Intermediate Similarity	0.825	NPC192006
Intermediate Similarity	0.7949	NPC67076
Intermediate Similarity	0.7949	NPC319163
Intermediate Similarity	0.7816	NPC316629
Intermediate Similarity	0.7802	NPC54905
Intermediate Similarity	0.7802	NPC314009
Intermediate Similarity	0.7791	NPC125290
Intermediate Similarity	0.7738	NPC191711
Intermediate Similarity	0.7683	NPC281296
Intermediate Similarity	0.7662	NPC26500
Intermediate Similarity	0.7662	NPC99619
Intermediate Similarity	0.7634	NPC107243
Intermediate Similarity	0.7609	NPC476487
Intermediate Similarity	0.7609	NPC476488
Intermediate Similarity	0.7595	NPC318766
Intermediate Similarity	0.759	NPC218817
Intermediate Similarity	0.759	NPC11796
Intermediate Similarity	0.759	NPC121200
Intermediate Similarity	0.759	NPC127526
Intermediate Similarity	0.7531	NPC227396
Intermediate Similarity	0.7529	NPC470241
Intermediate Similarity	0.75	NPC315395
Intermediate Similarity	0.75	NPC126061
Intermediate Similarity	0.75	NPC316426
Intermediate Similarity	0.7473	NPC45269
Intermediate Similarity	0.7471	NPC158756
Intermediate Similarity	0.747	NPC116177
Intermediate Similarity	0.747	NPC7563
Intermediate Similarity	0.747	NPC320630
Intermediate Similarity	0.7447	NPC475894
Intermediate Similarity	0.7447	NPC57416
Intermediate Similarity	0.7444	NPC155479
Intermediate Similarity	0.7444	NPC477215
Intermediate Similarity	0.7444	NPC476388
Intermediate Similarity	0.7439	NPC199445
Intermediate Similarity	0.7436	NPC60120
Intermediate Similarity	0.7419	NPC472469
Intermediate Similarity	0.7419	NPC263347
Intermediate Similarity	0.7416	NPC237540
Intermediate Similarity	0.7416	NPC312215
Intermediate Similarity	0.7416	NPC86005
Intermediate Similarity	0.7416	NPC477959
Intermediate Similarity	0.7407	NPC275098
Intermediate Similarity	0.7403	NPC245947
Intermediate Similarity	0.7403	NPC136164
Intermediate Similarity	0.7403	NPC255863
Intermediate Similarity	0.7391	NPC243866
Intermediate Similarity	0.7386	NPC470755
Intermediate Similarity	0.7386	NPC261380
Intermediate Similarity	0.7381	NPC478122
Intermediate Similarity	0.7381	NPC267231
Intermediate Similarity	0.7381	NPC108816
Intermediate Similarity	0.7381	NPC93763
Intermediate Similarity	0.7375	NPC42526
Intermediate Similarity	0.7368	NPC235464
Intermediate Similarity	0.7368	NPC166745
Intermediate Similarity	0.7368	NPC197386
Intermediate Similarity	0.7363	NPC145666
Intermediate Similarity	0.7363	NPC46281
Intermediate Similarity	0.7356	NPC477785
Intermediate Similarity	0.7356	NPC477786
Intermediate Similarity	0.7356	NPC69469
Intermediate Similarity	0.7356	NPC477784
Intermediate Similarity	0.7356	NPC16488
Intermediate Similarity	0.7356	NPC62214
Intermediate Similarity	0.7349	NPC469646
Intermediate Similarity	0.7349	NPC469514
Intermediate Similarity	0.7342	NPC224532
Intermediate Similarity	0.7342	NPC319007
Intermediate Similarity	0.734	NPC155676
Intermediate Similarity	0.7333	NPC294480
Intermediate Similarity	0.7333	NPC243532
Intermediate Similarity	0.7333	NPC48866
Intermediate Similarity	0.7333	NPC476803
Intermediate Similarity	0.7333	NPC476805
Intermediate Similarity	0.7333	NPC247406
Intermediate Similarity	0.7326	NPC52861
Intermediate Similarity	0.732	NPC195290
Intermediate Similarity	0.732	NPC204450
Intermediate Similarity	0.732	NPC118405
Intermediate Similarity	0.7312	NPC53685
Intermediate Similarity	0.7312	NPC7165
Intermediate Similarity	0.7303	NPC476982
Intermediate Similarity	0.7303	NPC261721
Intermediate Similarity	0.7303	NPC469910
Intermediate Similarity	0.7303	NPC212843
Intermediate Similarity	0.7294	NPC472013
Intermediate Similarity	0.7294	NPC226226
Intermediate Similarity	0.7294	NPC476624
Intermediate Similarity	0.7294	NPC55304
Intermediate Similarity	0.7294	NPC89128
Intermediate Similarity	0.7283	NPC261607
Intermediate Similarity	0.7283	NPC154101
Intermediate Similarity	0.7283	NPC300312
Intermediate Similarity	0.7283	NPC111114
Intermediate Similarity	0.7273	NPC141193
Intermediate Similarity	0.7273	NPC321670
Intermediate Similarity	0.7273	NPC476804
Intermediate Similarity	0.7273	NPC295799
Intermediate Similarity	0.7273	NPC470320
Intermediate Similarity	0.7273	NPC165064
Intermediate Similarity	0.7273	NPC96259
Intermediate Similarity	0.7263	NPC469432
Intermediate Similarity	0.7263	NPC477949
Intermediate Similarity	0.7263	NPC475438
Intermediate Similarity	0.7262	NPC276769
Intermediate Similarity	0.7262	NPC471061
Intermediate Similarity	0.7253	NPC472971
Intermediate Similarity	0.7253	NPC214387
Intermediate Similarity	0.7253	NPC54689
Intermediate Similarity	0.7253	NPC170775
Intermediate Similarity	0.7253	NPC2983
Intermediate Similarity	0.7253	NPC472970
Intermediate Similarity	0.7253	NPC310236
Intermediate Similarity	0.725	NPC236208
Intermediate Similarity	0.725	NPC469677
Intermediate Similarity	0.725	NPC143396
Intermediate Similarity	0.7245	NPC236390
Intermediate Similarity	0.7245	NPC475050
Intermediate Similarity	0.7241	NPC89555
Intermediate Similarity	0.7241	NPC474252
Intermediate Similarity	0.7241	NPC85772
Intermediate Similarity	0.7241	NPC26624
Intermediate Similarity	0.7237	NPC201939
Intermediate Similarity	0.7234	NPC469599
Intermediate Similarity	0.7229	NPC60718
Intermediate Similarity	0.7229	NPC260396
Intermediate Similarity	0.7222	NPC96496
Intermediate Similarity	0.7222	NPC179659
Intermediate Similarity	0.7222	NPC72513
Intermediate Similarity	0.7222	NPC471738
Intermediate Similarity	0.7222	NPC128644
Intermediate Similarity	0.7216	NPC282524
Intermediate Similarity	0.7216	NPC477950
Intermediate Similarity	0.7204	NPC472942
Intermediate Similarity	0.7204	NPC66429
Intermediate Similarity	0.7204	NPC152897
Intermediate Similarity	0.7204	NPC469692
Intermediate Similarity	0.7204	NPC469645
Intermediate Similarity	0.72	NPC91034
Intermediate Similarity	0.7195	NPC321017
Intermediate Similarity	0.7191	NPC179006
Intermediate Similarity	0.7191	NPC28887
Intermediate Similarity	0.7191	NPC474853
Intermediate Similarity	0.7191	NPC269638
Intermediate Similarity	0.7191	NPC255307
Intermediate Similarity	0.7191	NPC165162
Intermediate Similarity	0.7188	NPC48647
Intermediate Similarity	0.7188	NPC141191
Intermediate Similarity	0.7179	NPC326268
Intermediate Similarity	0.7179	NPC318420
Intermediate Similarity	0.7176	NPC476627
Intermediate Similarity	0.7176	NPC231739
Intermediate Similarity	0.7176	NPC196653
Intermediate Similarity	0.7176	NPC471465
Intermediate Similarity	0.7174	NPC313670
Intermediate Similarity	0.7174	NPC69622
Intermediate Similarity	0.7174	NPC71533
Intermediate Similarity	0.7174	NPC106510
Intermediate Similarity	0.7174	NPC477149
Intermediate Similarity	0.7174	NPC123854
Intermediate Similarity	0.7174	NPC477147
Intermediate Similarity	0.7174	NPC320026
Intermediate Similarity	0.7172	NPC309190
Intermediate Similarity	0.716	NPC472017
Intermediate Similarity	0.716	NPC4299
Intermediate Similarity	0.7159	NPC169575
Intermediate Similarity	0.7159	NPC40746
Intermediate Similarity	0.7159	NPC473390
Intermediate Similarity	0.7159	NPC131669
Intermediate Similarity	0.7158	NPC29152
Intermediate Similarity	0.7158	NPC301534
Intermediate Similarity	0.7158	NPC250757
Intermediate Similarity	0.7143	NPC249889
Intermediate Similarity	0.7143	NPC183546
Intermediate Similarity	0.7143	NPC328313
Intermediate Similarity	0.7143	NPC12740
Intermediate Similarity	0.7143	NPC61863
Intermediate Similarity	0.7143	NPC193843
Intermediate Similarity	0.7143	NPC475819
Intermediate Similarity	0.7143	NPC475712
Intermediate Similarity	0.7143	NPC474447
Intermediate Similarity	0.7143	NPC110461
Intermediate Similarity	0.7128	NPC121825
Intermediate Similarity	0.7128	NPC65829
Intermediate Similarity	0.7128	NPC167219
Intermediate Similarity	0.7126	NPC24417
Intermediate Similarity	0.7126	NPC471325

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