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 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	113977
0.1-0.2	96844
0.2-0.3	367
0.3-0.4	406
0.4-0.5	119
0.5-0.6	18
0.6-0.7	4
0.7-0.8	1
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	NPC117683
High Similarity	0.866	NPC520234
High Similarity	0.866	NPC608076
Intermediate Similarity	0.798	NPC90902
Remote Similarity	0.6857	NPC570735
Remote Similarity	0.6857	NPC604859
Remote Similarity	0.6545	NPC323228
Remote Similarity	0.6117	NPC322265
Remote Similarity	0.5614	NPC318673
Remote Similarity	0.5603	NPC19024
Remote Similarity	0.5565	NPC601274
Remote Similarity	0.5248	NPC174802
Remote Similarity	0.5248	NPC54152
Remote Similarity	0.5248	NPC59850
Remote Similarity	0.5248	NPC578991
Remote Similarity	0.5196	NPC161224
Remote Similarity	0.5196	NPC503286
Remote Similarity	0.5196	NPC572672
Remote Similarity	0.5196	NPC606410
Remote Similarity	0.5104	NPC211025
Remote Similarity	0.51	NPC324198
Remote Similarity	0.51	NPC316939
Remote Similarity	0.51	NPC326529
Remote Similarity	0.51	NPC319100
Remote Similarity	0.51	NPC603572
Remote Similarity	0.51	NPC607210

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