NPASS drugs

Drug Information

Drug ID:	NPD4744
Drug Name:
Molecular Formula:	C21H30N7O17P3
Canonical SMILES:	O[C@@H]1[C@H](O)[C@H](O[C@H]1N1C=CCC(=C1)C(=N)O)COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
Standard InCHI:	InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
Standard InCHIKey:	ACFIXJIJDZMPPO-NNYOXOHSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4744

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	295
0.1-0.2	10388
0.2-0.3	15846
0.3-0.4	2944
0.4-0.5	1183
0.5-0.6	130
0.6-0.7	24
0.7-0.8	46
0.8-0.85	21
0.85-0.9	13
0.9-0.95	0
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	0.8765	NPC226245
High Similarity	0.8758	NPC174802
High Similarity	0.8696	NPC130586
High Similarity	0.8696	NPC164952
High Similarity	0.8614	NPC323091
High Similarity	0.858	NPC212551
High Similarity	0.858	NPC302778
High Similarity	0.8571	NPC211025
High Similarity	0.8571	NPC185991
High Similarity	0.8571	NPC85689
High Similarity	0.8571	NPC161224
High Similarity	0.8538	NPC326529
High Similarity	0.8519	NPC321814
Intermediate Similarity	0.8488	NPC319100
Intermediate Similarity	0.8488	NPC324198
Intermediate Similarity	0.8476	NPC224076
Intermediate Similarity	0.8424	NPC316618
Intermediate Similarity	0.8385	NPC121222
Intermediate Similarity	0.8313	NPC239737
Intermediate Similarity	0.8304	NPC326082
Intermediate Similarity	0.8282	NPC150853
Intermediate Similarity	0.8276	NPC189261
Intermediate Similarity	0.8199	NPC107374
Intermediate Similarity	0.8199	NPC21448
Intermediate Similarity	0.8199	NPC156461
Intermediate Similarity	0.8148	NPC189068
Intermediate Similarity	0.8148	NPC164665
Intermediate Similarity	0.814	NPC324033
Intermediate Similarity	0.814	NPC321458
Intermediate Similarity	0.8098	NPC219313
Intermediate Similarity	0.8098	NPC309832
Intermediate Similarity	0.8098	NPC269827
Intermediate Similarity	0.8081	NPC261595
Intermediate Similarity	0.8075	NPC229974
Intermediate Similarity	0.7964	NPC207633
Intermediate Similarity	0.795	NPC209525
Intermediate Similarity	0.795	NPC161659
Intermediate Similarity	0.7907	NPC14590
Intermediate Similarity	0.7857	NPC472816
Intermediate Similarity	0.7853	NPC314152
Intermediate Similarity	0.784	NPC317821
Intermediate Similarity	0.7833	NPC107160
Intermediate Similarity	0.7818	NPC232408
Intermediate Similarity	0.7818	NPC64705
Intermediate Similarity	0.7758	NPC177169
Intermediate Similarity	0.7758	NPC89147
Intermediate Similarity	0.7758	NPC317746
Intermediate Similarity	0.7758	NPC274384
Intermediate Similarity	0.7697	NPC251233
Intermediate Similarity	0.7697	NPC318590
Intermediate Similarity	0.7697	NPC211820
Intermediate Similarity	0.7674	NPC54320
Intermediate Similarity	0.7674	NPC313754
Intermediate Similarity	0.7674	NPC311197
Intermediate Similarity	0.7669	NPC129756
Intermediate Similarity	0.7616	NPC52238
Intermediate Similarity	0.7607	NPC30326
Intermediate Similarity	0.7576	NPC186619
Intermediate Similarity	0.7487	NPC313514
Intermediate Similarity	0.7485	NPC320818
Intermediate Similarity	0.7471	NPC136349
Intermediate Similarity	0.7442	NPC328479
Intermediate Similarity	0.7429	NPC195140
Intermediate Similarity	0.7394	NPC33996
Intermediate Similarity	0.7381	NPC21461
Intermediate Similarity	0.7273	NPC61198
Intermediate Similarity	0.7212	NPC262926
Intermediate Similarity	0.7196	NPC158055
Intermediate Similarity	0.7175	NPC93365
Intermediate Similarity	0.7143	NPC168702
Intermediate Similarity	0.7143	NPC125659
Intermediate Similarity	0.7135	NPC313897
Intermediate Similarity	0.7127	NPC324484
Intermediate Similarity	0.7126	NPC326694
Intermediate Similarity	0.7104	NPC290959
Intermediate Similarity	0.7088	NPC325906
Intermediate Similarity	0.705	NPC157821
Intermediate Similarity	0.7048	NPC319221
Intermediate Similarity	0.7035	NPC276373
Intermediate Similarity	0.7	NPC5802
Remote Similarity	0.6988	NPC324009
Remote Similarity	0.6986	NPC250178
Remote Similarity	0.6973	NPC222174
Remote Similarity	0.6963	NPC24589
Remote Similarity	0.6943	NPC78941
Remote Similarity	0.6943	NPC282458
Remote Similarity	0.6919	NPC315642
Remote Similarity	0.6919	NPC74306
Remote Similarity	0.6902	NPC33382
Remote Similarity	0.676	NPC321052
Remote Similarity	0.6685	NPC321393
Remote Similarity	0.6591	NPC160666
Remote Similarity	0.6491	NPC57279
Remote Similarity	0.6413	NPC472834
Remote Similarity	0.6364	NPC327579
Remote Similarity	0.6154	NPC324815
Remote Similarity	0.6089	NPC296437
Remote Similarity	0.6085	NPC315126
Remote Similarity	0.6085	NPC314774
Remote Similarity	0.6056	NPC470266
Remote Similarity	0.605	NPC473585
Remote Similarity	0.6011	NPC476521
Remote Similarity	0.601	NPC265111
Remote Similarity	0.6009	NPC103388
Remote Similarity	0.5989	NPC476433
Remote Similarity	0.5989	NPC476528
Remote Similarity	0.5956	NPC476520
Remote Similarity	0.5956	NPC476522
Remote Similarity	0.5956	NPC476013
Remote Similarity	0.5956	NPC474986
Remote Similarity	0.5947	NPC472833
Remote Similarity	0.5946	NPC476408
Remote Similarity	0.5926	NPC150447
Remote Similarity	0.5914	NPC244700
Remote Similarity	0.5896	NPC248007
Remote Similarity	0.5855	NPC18308
Remote Similarity	0.5855	NPC472832
Remote Similarity	0.5821	NPC164845
Remote Similarity	0.5819	NPC104011
Remote Similarity	0.5819	NPC246193
Remote Similarity	0.5767	NPC476564
Remote Similarity	0.573	NPC287876
Remote Similarity	0.5729	NPC319456
Remote Similarity	0.5723	NPC139776
Remote Similarity	0.5679	NPC174114
Remote Similarity	0.5679	NPC87981
Remote Similarity	0.5674	NPC14330

Drug Structure

NPD4744 OpenBabel08211705272D 59 63 0 0 1 0 0 0 0 0999 V2000 -8.4918 1.5706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3578 1.0706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6258 1.0706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4918 -0.4294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2703 -2.5454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4432 -1.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0364 -5.7405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7507 -2.9557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3578 0.0706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6771 -1.6318 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5816 -4.5649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1771 -0.7658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8462 -0.0226 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6861 -5.5594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2238 -0.4294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3319 -4.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7597 -0.4294 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5997 -5.9662 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.2238 -1.4294 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -6.1472 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1410 -4.7460 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2507 -3.8218 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6258 0.0706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2274 -3.1637 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1825 -0.6613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9875 -0.1151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6383 0.9555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.0899 0.0706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0446 -5.1815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3649 -4.6747 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7107 -3.0477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2175 -4.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8581 -3.3544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0310 -2.5409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6552 -1.4239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5378 -3.8612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -5.4514 -4.2679 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -3.6243 -3.4544 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 1.7042 -6.9607 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4087 -5.3784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0899 -1.9294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7758 0.2523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2443 0.5540 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3814 1.6246 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.9559 -0.4294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0501 -5.2860 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9017 -3.6355 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 2 9 1 0 0 0 0 3 27 1 0 0 0 0 4 9 2 0 0 0 0 4 27 1 0 0 0 0 5 40 1 0 0 0 0 6 41 1 0 0 0 0 7 24 2 0 0 0 0 7 25 1 0 0 0 0 8 26 2 0 0 0 0 8 28 1 0 0 0 0 9 18 1 0 0 0 0 10 5 1 1 0 0 0 10 13 1 0 0 0 0 10 42 1 0 0 0 0 11 6 1 6 0 0 0 11 14 1 0 0 0 0 11 43 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 6 0 0 0 14 16 1 0 0 0 0 14 30 1 1 0 0 0 15 20 1 0 0 0 0 15 31 1 6 0 0 0 16 21 1 0 0 0 0 16 44 1 1 0 0 0 17 22 1 0 0 0 0 17 24 1 0 0 0 0 18 23 2 0 0 0 0 18 32 1 0 0 0 0 19 25 2 0 0 0 0 19 28 1 0 0 0 0 20 27 1 1 0 0 0 20 42 1 0 0 0 0 21 28 1 6 0 0 0 21 43 1 0 0 0 0 22 49 1 0 0 0 0 22 50 1 0 0 0 0 23 51 1 0 0 0 0 29 52 1 0 0 0 0 30 53 1 0 0 0 0 31 54 1 0 0 0 0 32 55 1 0 0 0 0 33 46 1 0 0 0 0 33 56 1 0 0 0 0 34 46 1 0 0 0 0 34 57 1 0 0 0 0 35 46 2 0 0 0 0 36 47 1 0 0 0 0 36 58 1 0 0 0 0 37 47 2 0 0 0 0 38 48 1 0 0 0 0 38 59 1 0 0 0 0 39 48 2 0 0 0 0 40 47 1 0 0 0 0 41 48 1 0 0 0 0 44 46 1 0 0 0 0 45 47 1 0 0 0 0 45 48 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000034
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9963889
ChEBI
CAS Number

Drug Properties

Molecular Weight	745.09
ALogP	-3.4131
MLogP	0.8
XLogP	-5.905
HDA	24
HBD	10
Rotatable Bonds	22
TPSA	394.57
RO5 Violation	3