NPASS drugs

Drug Information

Drug ID:	NPD4901
Drug Name:
Molecular Formula:	C22H20N2O6
Canonical SMILES:	OCCOC1c2cc3ccccc3nc2c2n1c(=O)c1c(c2)[C@@](O)(CC)C(=O)OC1
Standard InCHI:	InChI=1S/C22H20N2O6/c1-2-22(28)15-10-17-18-13(9-12-5-3-4-6-16(12)23-18)20(29-8-7-25)24(17)19(26)14(15)11-30-21(22)27/h3-6,9-10,20,25,28H,2,7-8,11H2,1H3/t20?,22-/m0/s1
Standard InCHIKey:	XAKLYHGHEFMDAP-IAXKEJLGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4901

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	208
0.1-0.2	1168
0.2-0.3	5229
0.3-0.4	9142
0.4-0.5	11012
0.5-0.6	2320
0.6-0.7	1598
0.7-0.8	201
0.8-0.85	1
0.85-0.9	6
0.9-0.95	5
0.95-1	0

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	0.9286	NPC129909
High Similarity	0.904	NPC128115
High Similarity	0.9026	NPC316181
High Similarity	0.9026	NPC74562
High Similarity	0.9026	NPC151781
High Similarity	0.8967	NPC61435
High Similarity	0.8962	NPC311858
High Similarity	0.8956	NPC470003
High Similarity	0.8942	NPC192674
High Similarity	0.8579	NPC28848
High Similarity	0.8579	NPC14325
Intermediate Similarity	0.8079	NPC477548
Intermediate Similarity	0.7612	NPC289299
Intermediate Similarity	0.7612	NPC57994
Intermediate Similarity	0.7586	NPC239954
Intermediate Similarity	0.7578	NPC474183
Intermediate Similarity	0.7578	NPC470784
Intermediate Similarity	0.7559	NPC312645
Intermediate Similarity	0.7526	NPC326575
Intermediate Similarity	0.75	NPC314855
Intermediate Similarity	0.75	NPC277350
Intermediate Similarity	0.75	NPC313345
Intermediate Similarity	0.75	NPC212213
Intermediate Similarity	0.75	NPC470785
Intermediate Similarity	0.75	NPC313796
Intermediate Similarity	0.75	NPC168911
Intermediate Similarity	0.75	NPC315638
Intermediate Similarity	0.7488	NPC245916
Intermediate Similarity	0.7487	NPC472323
Intermediate Similarity	0.7474	NPC84347
Intermediate Similarity	0.7464	NPC315545
Intermediate Similarity	0.7464	NPC314297
Intermediate Similarity	0.7455	NPC184680
Intermediate Similarity	0.745	NPC175474
Intermediate Similarity	0.7441	NPC314834
Intermediate Similarity	0.744	NPC295898
Intermediate Similarity	0.7436	NPC211997
Intermediate Similarity	0.7418	NPC89508
Intermediate Similarity	0.7415	NPC102008
Intermediate Similarity	0.7407	NPC52254
Intermediate Similarity	0.7398	NPC133261
Intermediate Similarity	0.7389	NPC198673
Intermediate Similarity	0.7387	NPC62510
Intermediate Similarity	0.7385	NPC134586
Intermediate Similarity	0.7385	NPC472122
Intermediate Similarity	0.7385	NPC24594
Intermediate Similarity	0.7382	NPC472435
Intermediate Similarity	0.7379	NPC241024
Intermediate Similarity	0.7374	NPC472104
Intermediate Similarity	0.7374	NPC472444
Intermediate Similarity	0.7368	NPC314648
Intermediate Similarity	0.7366	NPC263937
Intermediate Similarity	0.7366	NPC94428
Intermediate Similarity	0.7361	NPC82070
Intermediate Similarity	0.736	NPC15840
Intermediate Similarity	0.736	NPC24864
Intermediate Similarity	0.7358	NPC65080
Intermediate Similarity	0.7353	NPC220151
Intermediate Similarity	0.7353	NPC19692
Intermediate Similarity	0.735	NPC478077
Intermediate Similarity	0.735	NPC66210
Intermediate Similarity	0.7343	NPC470497
Intermediate Similarity	0.734	NPC55493
Intermediate Similarity	0.7337	NPC472119
Intermediate Similarity	0.7333	NPC472111
Intermediate Similarity	0.733	NPC52557
Intermediate Similarity	0.732	NPC158129
Intermediate Similarity	0.7311	NPC469589
Intermediate Similarity	0.731	NPC472443
Intermediate Similarity	0.7308	NPC471944
Intermediate Similarity	0.7304	NPC79293
Intermediate Similarity	0.7304	NPC279401
Intermediate Similarity	0.73	NPC472107
Intermediate Similarity	0.73	NPC79062
Intermediate Similarity	0.7299	NPC474905
Intermediate Similarity	0.7295	NPC32200
Intermediate Similarity	0.7294	NPC472099
Intermediate Similarity	0.729	NPC264176
Intermediate Similarity	0.729	NPC472098
Intermediate Similarity	0.7288	NPC472436
Intermediate Similarity	0.7286	NPC469358
Intermediate Similarity	0.7282	NPC469736
Intermediate Similarity	0.7281	NPC99891
Intermediate Similarity	0.7281	NPC174788
Intermediate Similarity	0.7277	NPC196251
Intermediate Similarity	0.7277	NPC63199
Intermediate Similarity	0.7277	NPC111602
Intermediate Similarity	0.7277	NPC102338
Intermediate Similarity	0.7273	NPC472105
Intermediate Similarity	0.7273	NPC187827
Intermediate Similarity	0.7269	NPC148183
Intermediate Similarity	0.7269	NPC152768
Intermediate Similarity	0.7269	NPC476114
Intermediate Similarity	0.7264	NPC194040
Intermediate Similarity	0.726	NPC79129
Intermediate Similarity	0.726	NPC249150
Intermediate Similarity	0.726	NPC81654
Intermediate Similarity	0.726	NPC312870
Intermediate Similarity	0.726	NPC313985
Intermediate Similarity	0.726	NPC49196
Intermediate Similarity	0.726	NPC128265
Intermediate Similarity	0.726	NPC254240
Intermediate Similarity	0.726	NPC199851
Intermediate Similarity	0.726	NPC294909
Intermediate Similarity	0.726	NPC195461
Intermediate Similarity	0.7253	NPC14812
Intermediate Similarity	0.7251	NPC474145
Intermediate Similarity	0.7251	NPC475841
Intermediate Similarity	0.725	NPC258480
Intermediate Similarity	0.7246	NPC149708
Intermediate Similarity	0.7246	NPC470499
Intermediate Similarity	0.724	NPC473449
Intermediate Similarity	0.7238	NPC476115
Intermediate Similarity	0.7238	NPC200836
Intermediate Similarity	0.7236	NPC113626
Intermediate Similarity	0.723	NPC174672
Intermediate Similarity	0.7222	NPC477979
Intermediate Similarity	0.7217	NPC53344
Intermediate Similarity	0.7217	NPC244741
Intermediate Similarity	0.7216	NPC317430
Intermediate Similarity	0.7212	NPC170751
Intermediate Similarity	0.7209	NPC244856
Intermediate Similarity	0.7206	NPC472097
Intermediate Similarity	0.7202	NPC469594
Intermediate Similarity	0.72	NPC472109
Intermediate Similarity	0.72	NPC472108
Intermediate Similarity	0.72	NPC139291
Intermediate Similarity	0.72	NPC472110
Intermediate Similarity	0.7195	NPC475271
Intermediate Similarity	0.719	NPC211813
Intermediate Similarity	0.7183	NPC82548
Intermediate Similarity	0.7181	NPC477549
Intermediate Similarity	0.7178	NPC90415
Intermediate Similarity	0.7177	NPC214428
Intermediate Similarity	0.7177	NPC249040
Intermediate Similarity	0.7176	NPC317752
Intermediate Similarity	0.7176	NPC471080
Intermediate Similarity	0.7176	NPC469592
Intermediate Similarity	0.7171	NPC472113
Intermediate Similarity	0.7168	NPC323752
Intermediate Similarity	0.7168	NPC323198
Intermediate Similarity	0.7163	NPC50503
Intermediate Similarity	0.7156	NPC53144
Intermediate Similarity	0.7156	NPC14288
Intermediate Similarity	0.715	NPC174758
Intermediate Similarity	0.715	NPC314394
Intermediate Similarity	0.7135	NPC81229
Intermediate Similarity	0.7135	NPC255229
Intermediate Similarity	0.713	NPC318299
Intermediate Similarity	0.713	NPC292517
Intermediate Similarity	0.7124	NPC89987
Intermediate Similarity	0.7123	NPC303658
Intermediate Similarity	0.7116	NPC234999
Intermediate Similarity	0.7114	NPC143533
Intermediate Similarity	0.7112	NPC472434
Intermediate Similarity	0.7109	NPC123019
Intermediate Similarity	0.7107	NPC472123
Intermediate Similarity	0.7105	NPC57453
Intermediate Similarity	0.7105	NPC272549
Intermediate Similarity	0.7098	NPC157931
Intermediate Similarity	0.7097	NPC236424
Intermediate Similarity	0.7097	NPC306644
Intermediate Similarity	0.7089	NPC238457
Intermediate Similarity	0.7087	NPC475816
Intermediate Similarity	0.7085	NPC21638
Intermediate Similarity	0.7085	NPC234987
Intermediate Similarity	0.7081	NPC474916
Intermediate Similarity	0.7079	NPC203635
Intermediate Similarity	0.7075	NPC165599
Intermediate Similarity	0.7073	NPC314333
Intermediate Similarity	0.7073	NPC472112
Intermediate Similarity	0.7071	NPC472586
Intermediate Similarity	0.7067	NPC100547
Intermediate Similarity	0.7067	NPC194740
Intermediate Similarity	0.7067	NPC471762
Intermediate Similarity	0.7064	NPC471284
Intermediate Similarity	0.7064	NPC274842
Intermediate Similarity	0.7054	NPC24370
Intermediate Similarity	0.7054	NPC319232
Intermediate Similarity	0.7053	NPC281094
Intermediate Similarity	0.7051	NPC475778
Intermediate Similarity	0.7051	NPC235900
Intermediate Similarity	0.705	NPC270009
Intermediate Similarity	0.7039	NPC117244
Intermediate Similarity	0.7039	NPC473763
Intermediate Similarity	0.7035	NPC322135
Intermediate Similarity	0.7035	NPC223409
Intermediate Similarity	0.7035	NPC95240
Intermediate Similarity	0.7032	NPC469928
Intermediate Similarity	0.7032	NPC30570
Intermediate Similarity	0.703	NPC243058
Intermediate Similarity	0.7028	NPC57398
Intermediate Similarity	0.7028	NPC162730
Intermediate Similarity	0.7027	NPC2395
Intermediate Similarity	0.7023	NPC287208
Intermediate Similarity	0.7022	NPC261251
Intermediate Similarity	0.7022	NPC304307
Intermediate Similarity	0.7022	NPC118559
Intermediate Similarity	0.7022	NPC34580
Intermediate Similarity	0.7022	NPC124920

Drug Structure

NPD4901 OpenBabel08211706322D 32 36 0 0 1 0 0 0 0 0999 V2000 -2.3724 2.3435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3523 2.3433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4246 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4244 0.9747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5820 -0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5816 1.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5756 -2.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1799 -1.5592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8973 -0.4851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5271 1.4597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8427 -0.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7393 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0546 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6853 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6851 0.9733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7391 0.9743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3698 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0544 0.9740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5275 -0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2126 -0.4854 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0002 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 1.4597 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8969 1.4604 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3700 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.5427 -2.5489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5277 -1.4902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8838 1.4829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3321 2.3431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2128 -1.4578 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9384 -3.4372 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8420 3.2267 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 2 0 0 0 0 6 16 2 0 0 0 0 7 8 1 0 0 0 0 7 25 1 0 0 0 0 8 29 1 0 0 0 0 9 12 1 0 0 0 0 9 13 2 0 0 0 0 10 15 1 0 0 0 0 10 17 2 0 0 0 0 11 14 1 0 0 0 0 11 30 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 23 2 0 0 0 0 19 24 1 0 0 0 0 19 26 2 0 0 0 0 20 24 1 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 21 30 1 0 0 0 0 22 2 1 1 0 0 0 22 28 1 0 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013051
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23631031
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.13
ALogP	-2.0576
MLogP	3
XLogP	1.408
HDA	8
HBD	2
Rotatable Bonds	7
TPSA	109.19
RO5 Violation	0