NPASS drugs

Drug Information

Drug ID:	NPD4269
Drug Name:	Alprostadil
Molecular Formula:	C20H34O5
Canonical SMILES:	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O
Standard InCHI:	InChI=1S/C20H34O5/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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
Standard InCHIKey:	GMVPRGQOIOIIMI-DWKJAMRDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4269

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	103
0.1-0.2	681
0.2-0.3	3298
0.3-0.4	9156
0.4-0.5	8001
0.5-0.6	5153
0.6-0.7	3927
0.7-0.8	555
0.8-0.85	4
0.85-0.9	6
0.9-0.95	2
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	NPC7414
High Similarity	0.9868	NPC47031
High Similarity	0.9737	NPC115418
High Similarity	0.9605	NPC201225
High Similarity	0.9211	NPC279537
High Similarity	0.9114	NPC88735
High Similarity	0.8861	NPC164308
High Similarity	0.8734	NPC27949
High Similarity	0.8734	NPC260814
High Similarity	0.8734	NPC323249
High Similarity	0.8734	NPC39547
High Similarity	0.85	NPC192006
Intermediate Similarity	0.8415	NPC316844
Intermediate Similarity	0.8023	NPC125290
Intermediate Similarity	0.8022	NPC314009
Intermediate Similarity	0.8022	NPC54905
Intermediate Similarity	0.7927	NPC281296
Intermediate Similarity	0.7849	NPC107243
Intermediate Similarity	0.7841	NPC316629
Intermediate Similarity	0.7831	NPC218817
Intermediate Similarity	0.7831	NPC121200
Intermediate Similarity	0.7831	NPC11796
Intermediate Similarity	0.7826	NPC476487
Intermediate Similarity	0.7826	NPC476488
Intermediate Similarity	0.7765	NPC470241
Intermediate Similarity	0.7765	NPC191711
Intermediate Similarity	0.775	NPC319163
Intermediate Similarity	0.775	NPC67076
Intermediate Similarity	0.7692	NPC45269
Intermediate Similarity	0.7692	NPC26500
Intermediate Similarity	0.7692	NPC99619
Intermediate Similarity	0.7683	NPC199445
Intermediate Similarity	0.7667	NPC477215
Intermediate Similarity	0.7667	NPC476388
Intermediate Similarity	0.7667	NPC155479
Intermediate Similarity	0.766	NPC475894
Intermediate Similarity	0.766	NPC57416
Intermediate Similarity	0.7654	NPC275098
Intermediate Similarity	0.764	NPC237540
Intermediate Similarity	0.764	NPC477959
Intermediate Similarity	0.764	NPC86005
Intermediate Similarity	0.764	NPC312215
Intermediate Similarity	0.7634	NPC472469
Intermediate Similarity	0.7634	NPC263347
Intermediate Similarity	0.7614	NPC261380
Intermediate Similarity	0.7609	NPC243866
Intermediate Similarity	0.7595	NPC319007
Intermediate Similarity	0.7595	NPC224532
Intermediate Similarity	0.759	NPC469514
Intermediate Similarity	0.759	NPC469646
Intermediate Similarity	0.7586	NPC477784
Intermediate Similarity	0.7586	NPC477785
Intermediate Similarity	0.7586	NPC62214
Intermediate Similarity	0.7586	NPC477786
Intermediate Similarity	0.7586	NPC69469
Intermediate Similarity	0.7582	NPC145666
Intermediate Similarity	0.7582	NPC46281
Intermediate Similarity	0.7579	NPC166745
Intermediate Similarity	0.7579	NPC197386
Intermediate Similarity	0.7579	NPC235464
Intermediate Similarity	0.7561	NPC227396
Intermediate Similarity	0.7558	NPC52861
Intermediate Similarity	0.7556	NPC294480
Intermediate Similarity	0.7556	NPC247406
Intermediate Similarity	0.7556	NPC48866
Intermediate Similarity	0.7556	NPC476803
Intermediate Similarity	0.7556	NPC476805
Intermediate Similarity	0.7553	NPC155676
Intermediate Similarity	0.7529	NPC89128
Intermediate Similarity	0.7529	NPC472013
Intermediate Similarity	0.7529	NPC476624
Intermediate Similarity	0.7528	NPC261721
Intermediate Similarity	0.7528	NPC476982
Intermediate Similarity	0.7528	NPC316426
Intermediate Similarity	0.7528	NPC212843
Intermediate Similarity	0.7528	NPC315395
Intermediate Similarity	0.7527	NPC7165
Intermediate Similarity	0.7527	NPC53685
Intermediate Similarity	0.7526	NPC195290
Intermediate Similarity	0.7526	NPC204450
Intermediate Similarity	0.7526	NPC118405
Intermediate Similarity	0.75	NPC320630
Intermediate Similarity	0.75	NPC116177
Intermediate Similarity	0.75	NPC300312
Intermediate Similarity	0.75	NPC261607
Intermediate Similarity	0.75	NPC165064
Intermediate Similarity	0.75	NPC476804
Intermediate Similarity	0.75	NPC7563
Intermediate Similarity	0.75	NPC141193
Intermediate Similarity	0.75	NPC154101
Intermediate Similarity	0.75	NPC96259
Intermediate Similarity	0.75	NPC276769
Intermediate Similarity	0.75	NPC295799
Intermediate Similarity	0.75	NPC111114
Intermediate Similarity	0.75	NPC158756
Intermediate Similarity	0.7474	NPC475438
Intermediate Similarity	0.7474	NPC477949
Intermediate Similarity	0.7474	NPC469432
Intermediate Similarity	0.7473	NPC472971
Intermediate Similarity	0.7473	NPC54689
Intermediate Similarity	0.7473	NPC2983
Intermediate Similarity	0.7473	NPC472970
Intermediate Similarity	0.7473	NPC214387
Intermediate Similarity	0.7473	NPC170775
Intermediate Similarity	0.7473	NPC310236
Intermediate Similarity	0.7471	NPC85772
Intermediate Similarity	0.7471	NPC89555
Intermediate Similarity	0.747	NPC60718
Intermediate Similarity	0.7468	NPC60120
Intermediate Similarity	0.7449	NPC236390
Intermediate Similarity	0.7449	NPC475050
Intermediate Similarity	0.7447	NPC469599
Intermediate Similarity	0.7444	NPC128644
Intermediate Similarity	0.7444	NPC96496
Intermediate Similarity	0.7444	NPC179659
Intermediate Similarity	0.7444	NPC471738
Intermediate Similarity	0.7444	NPC72513
Intermediate Similarity	0.7436	NPC245947
Intermediate Similarity	0.7436	NPC136164
Intermediate Similarity	0.7436	NPC255863
Intermediate Similarity	0.7423	NPC282524
Intermediate Similarity	0.7423	NPC477950
Intermediate Similarity	0.7419	NPC66429
Intermediate Similarity	0.7419	NPC469645
Intermediate Similarity	0.7419	NPC469692
Intermediate Similarity	0.7419	NPC472942
Intermediate Similarity	0.7419	NPC152897
Intermediate Similarity	0.7416	NPC269638
Intermediate Similarity	0.7416	NPC28887
Intermediate Similarity	0.7416	NPC165162
Intermediate Similarity	0.7416	NPC179006
Intermediate Similarity	0.7416	NPC474853
Intermediate Similarity	0.7416	NPC255307
Intermediate Similarity	0.7416	NPC470755
Intermediate Similarity	0.7412	NPC267231
Intermediate Similarity	0.7412	NPC231739
Intermediate Similarity	0.7412	NPC476627
Intermediate Similarity	0.7412	NPC108816
Intermediate Similarity	0.7412	NPC478122
Intermediate Similarity	0.7412	NPC127526
Intermediate Similarity	0.7412	NPC93763
Intermediate Similarity	0.7407	NPC4299
Intermediate Similarity	0.7407	NPC318766
Intermediate Similarity	0.7407	NPC42526
Intermediate Similarity	0.74	NPC91034
Intermediate Similarity	0.7396	NPC141191
Intermediate Similarity	0.7396	NPC48647
Intermediate Similarity	0.7391	NPC477147
Intermediate Similarity	0.7391	NPC123854
Intermediate Similarity	0.7391	NPC320026
Intermediate Similarity	0.7391	NPC477149
Intermediate Similarity	0.7391	NPC106510
Intermediate Similarity	0.7391	NPC69622
Intermediate Similarity	0.7391	NPC313670
Intermediate Similarity	0.7391	NPC71533
Intermediate Similarity	0.7386	NPC16488
Intermediate Similarity	0.7381	NPC474447
Intermediate Similarity	0.7381	NPC61863
Intermediate Similarity	0.7381	NPC110461
Intermediate Similarity	0.7381	NPC12740
Intermediate Similarity	0.7375	NPC476614
Intermediate Similarity	0.7374	NPC309190
Intermediate Similarity	0.7368	NPC250757
Intermediate Similarity	0.7368	NPC301534
Intermediate Similarity	0.7368	NPC29152
Intermediate Similarity	0.7368	NPC243532
Intermediate Similarity	0.7363	NPC183546
Intermediate Similarity	0.7363	NPC193843
Intermediate Similarity	0.7363	NPC249889
Intermediate Similarity	0.7363	NPC328313
Intermediate Similarity	0.7356	NPC471325
Intermediate Similarity	0.7356	NPC325031
Intermediate Similarity	0.7349	NPC472966
Intermediate Similarity	0.734	NPC121825
Intermediate Similarity	0.734	NPC167219
Intermediate Similarity	0.734	NPC65829
Intermediate Similarity	0.7333	NPC475461
Intermediate Similarity	0.7333	NPC305475
Intermediate Similarity	0.7333	NPC469994
Intermediate Similarity	0.7333	NPC469483
Intermediate Similarity	0.7333	NPC202394
Intermediate Similarity	0.7333	NPC116575
Intermediate Similarity	0.7333	NPC469910
Intermediate Similarity	0.7326	NPC7232
Intermediate Similarity	0.7326	NPC113363
Intermediate Similarity	0.7326	NPC226226
Intermediate Similarity	0.7326	NPC55304
Intermediate Similarity	0.7326	NPC308545
Intermediate Similarity	0.7326	NPC82488
Intermediate Similarity	0.732	NPC477521
Intermediate Similarity	0.732	NPC266955
Intermediate Similarity	0.732	NPC218383
Intermediate Similarity	0.7317	NPC126061
Intermediate Similarity	0.7312	NPC475925
Intermediate Similarity	0.7308	NPC470320
Intermediate Similarity	0.7303	NPC191476
Intermediate Similarity	0.7303	NPC114979
Intermediate Similarity	0.7303	NPC165287
Intermediate Similarity	0.7303	NPC474776
Intermediate Similarity	0.73	NPC475661

Drug Structure

NPD4269 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 1 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	DAP001490; DAP000359
DrugBank
ChEMBL
IUPHAR/BPS	1882
PharmaGKB
KEGG Drug
PubChem CID	5280723
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.24
ALogP	-3.4355
MLogP	3.11
XLogP	3.306
HDA	5
HBD	3
Rotatable Bonds	17
TPSA	94.83
RO5 Violation	1